公开(公告)号：WO0059910A3

公开(公告)日：2001-04-26

申请号：PCT/EP0002564

申请日：2000-03-23

Applicant: BASF AG ,  LANGEMANN KLAUS ,  BAUMANN ERNST ,  DEYN WOLFGANG VON ,  KUDIS STEFFEN ,  MAYER GUIDO ,  MISSLITZ ULF ,  NEIDLEIN ULF ,  WITSCHEL MATTHIAS ,  VOLK THORSTEN ,  OTTEN MARTINA ,  WESTPHALEN KARL OTTO ,  WALTER HELMUT

Inventor： LANGEMANN KLAUS ,  BAUMANN ERNST ,  VON DEYN WOLFGANG ,  KUDIS STEFFEN ,  MAYER GUIDO ,  MISSLITZ ULF ,  NEIDLEIN ULF ,  WITSCHEL MATTHIAS ,  VOLK THORSTEN ,  OTTEN MARTINA ,  WESTPHALEN KARL-OTTO ,  WALTER HELMUT

IPC: A01N43/90 ,  C07D495/04 ,  C07D498/04

CPC classification number: C07D495/04 ,  A01N43/90

Abstract: The invention relates to tricyclic pyrazolone derivatives of the formula (I) in which the variables have the following meaning: R is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, halogen, cyano or nitro; X is O or NR ; R is hydrogen, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-haloalkyl, C1-C6-haloalkoxy, phenyl possibly substituted with C1-C3-alkyl, halogen, cyano, nitro or C1-C3-alkylsulfonyl, phenylsulfonyl possibly substituted with C1-C3-alkyl, halogen, cyano, nitro; R , R are hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkylthio, C1-C6-haloalkylthio, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, NR R , C2-C6-alkoxyalkyl, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, halogen, cyano, nitro, phenyl possibly substituted with C1-C3-alkyl, halogen, cyano or nitro; R is hydrogen or C1-C4-alkyl; R is hydrogen, C1-C6-alkyl or halogen; R is hydrogen or C1-C6-alkyl; R is C1-C6-alkyl or C1-C6-alkoxy; l is 0, 1 or 2; n is 1 or 2; R is a rest of the formulas (IIa) or (IIb), in which the variables have the meanings stated in claim I. The invention also relates to methods for the preparation of said tricyclic pyrazolone derivatives, preparations containing same and the use of said derivatives or of preparations containing same as herbicides.

Abstract translation: 式（I），其中，所述Viarablen具有以下含义的吡唑啉酮三环衍生物; [R <1>是氢，C1-C6烷基，C1-C6卤代烷基，C1-C6-烷氧基，C1-C6卤代烷氧基，C1-C6烷硫基，C1-C6卤代烷硫基，C1-C6烷基亚磺酰基，C 1 -C C6-卤代烷基亚磺酰，C 1 -C 6 - 烷基磺酰基，C1-C6卤代烷基亚磺酰，卤素，氰基或硝基; X是O或NR <2>; [R <2>的氢，C1-C6烷基，C1-C6-烷氧基，C1-C6卤代烷基，C1-C6-卤代烷氧基，任选地被C1-C3烷基，卤素，氰基，硝基或C1-C3烷基磺酰基取代的取代的 苯基或任选地被C1-C3烷基，卤素，氰基或硝基取代的苯磺酰基; [R <3>，R <4>为氢，C1-C6烷基，C1-C6卤代烷基，C1-C6-烷氧基，C1-C6卤代烷氧基，C1-C6烷硫基，C1-C6卤代烷硫基，C1-C6 烷基亚磺酰基，C1-C6-卤代烷基亚磺酰，C 1 -C 6 - 烷基磺酰基，C1-C6卤代烷基磺酰基，NR <7> - [R <8>，C2-C6烷氧基烷基，C1-C6烷氧羰基，C1-C6烷基羰基，卤素， 氰基，硝基，任选地被C1-C3烷基，卤素，氰基或硝基subsitutiertes; [R <5>是氢或C1-C4烷基; [R <6>为氢，C1-C6烷基或卤素; [R <7>是氢或C1-C6烷基; [R <8> C1-C6烷基或C1-C6烷氧基; 1 0,1或2; n是1或2; [R <9>为基团（IIa）或（IIb）中，其中的变量具有权利要求1中所示的含义，用于制备三环吡唑啉酮衍生物，包含它们和使用这些衍生物或包含它们用于控制杂草的组合物的组合物的方法。

公开(公告)号：WO0206197A2

公开(公告)日：2002-01-24

申请号：PCT/EP0107639

申请日：2001-07-04

Applicant: BASF AG ,  LANGEMANN KLAUS ,  MISSLITZ ULF ,  BAUMANN ERNST ,  DEYN WOLFGANG VON ,  KUDIS STEFFEN ,  VOLK THORSTEN ,  MAYER GUIDO

Inventor： LANGEMANN KLAUS ,  MISSLITZ ULF ,  BAUMANN ERNST ,  VON DEYN WOLFGANG ,  KUDIS STEFFEN ,  VOLK THORSTEN ,  MAYER GUIDO

IPC: C07C45/42 ,  C07B61/00 ,  C07C17/00 ,  C07C45/27 ,  C07C45/29 ,  C07C45/67 ,  C07C49/433 ,  C07C49/443 ,  C07C255/47

CPC classification number: C07C255/47 ,  C07C17/00 ,  C07C45/27 ,  C07C45/29 ,  C07C45/298 ,  C07C45/673 ,  C07C49/433 ,  C07C2602/44 ,  C07C23/30 ,  C07C49/693

Abstract: The invention relates to a method for producing compounds of formula (I), whereby: a) a bicyclic olefin of formula (II) is reacted with haloform in the presence of a base to produce the ring-enlarged product of formula (III); b) the compound of formula (III) is hydrolyzed to produce the allyl alcohol of formula (IV); c) the allyl alcohol of formula (IV) is oxidized to produce the unsaturated ketone of formula (V); d) the ketone of formula (V) is reacted with a nucleophilic ion Y, which stabilizes a negative charge, to produce the ketone of formula (VI), and; e) the ketone of formula (VI) is hydrolyzed to produce the bicyclic 1,3-diketone of formula (I). In formulas (I) to (VI), R -R , X, Y and Z have the meanings as cited in the description. The invention also relates to novel intermediate products and to novel methods for producing these intermediate products.

Abstract translation: 本发明涉及一种制备式（I）的化合物的制备，其中a）在碱的存在下卤仿式的双环烯烃（II）反应，得到式I的环扩展的产物（III），b）将式的化合物（ III）式的烯丙基醇（IV）水解至c）氧化式的烯丙基醇（IV）式（V的不饱和酮）中，d）式（V的酮）与亲核，一个负电荷稳定离子Y代表 式（VI），和e）式（VI），以形成式（I的双环1,3-二酮的酮）的酮反应被水解。 在式（I） - （VI）中，R <1> -R <5>中，X，Y和Z具有说明书中给出的含义。 此外，新的中间体和用于制备这些中间体的新方法中公开。

公开(公告)号：WO0195721A3

公开(公告)日：2002-04-25

申请号：PCT/EP0106686

申请日：2001-06-13

Applicant: BASF AG ,  GRAMMENOS WASILIOS ,  SAUTER HUBERT ,  CULLMANN OLIVER ,  GEWEHR MARKUS ,  MUELLER BERND ,  TORMO I BLASCO JORDI ,  GOETZ NORBERT ,  VOLK THORSTEN ,  LORENZ GISELA ,  AMMERMANN EBERHARD ,  STIERL REINHARD ,  STRATHMANN SIEGFRIED

Inventor： GRAMMENOS WASILIOS ,  SAUTER HUBERT ,  CULLMANN OLIVER ,  GEWEHR MARKUS ,  MUELLER BERND ,  TORMO I BLASCO JORDI ,  GOETZ NORBERT ,  VOLK THORSTEN ,  LORENZ GISELA ,  AMMERMAN EBERHARD ,  STIERL REINHARD ,  STRATHMANN SIGFRIED

IPC: A01N37/18 ,  A01N37/36 ,  A01N37/38 ,  C07C231/02 ,  C07C233/22 ,  C07C233/69

CPC classification number: A01N37/36 ,  A01N37/18 ,  A01N37/38 ,  C07C231/02 ,  C07C233/22

Abstract: The invention relates to the use of phenethyl acrylamides of formula (I) for controlling phytopathogenic fungi, wherein the substituents of said phenethyl acrylamides have the following significations: X signifies halogen, alkyl, halogenalkyl, alkoxy halogenalkoxy and -O-C(Ra, Rb)-C C-R?6; Ra, Rb and Rc¿ have the signification given in the description; m, n independently signify 1 to 4, the radicals X or Y being potentially different if m or n is higher than 1; Y signifies halogen, nitro, cyano, alkyl, CF¿3?, alkoxy and phenyl; R?1, R2¿ independently signify hydrogen, halogen, alkyl, alkoxy, halogenalkoxy and CF¿3?; R?3, R4, R5, and R6¿ independently signify hydrogen, alkyl and alkoxy, or R?3 and R4¿ together form a cyclopropyl ring, whereby the C-R5 and C-R6 bonds can be in position E or Z in relation to each other. The invention also relates to novel phenethyl acrylamides, a method for the production thereof, and agents containing the same.

公开(公告)号：WO0149668A3

公开(公告)日：2002-02-14

申请号：PCT/EP0100077

申请日：2001-01-05

Applicant: BASF AG ,  ZAGAR CYRILL ,  MENKE OLAF ,  HAMPRECHT GERHARD ,  PUHL MICHAEL ,  REINHARD ROBERT ,  SAGASSER INGO ,  PLATH PETER ,  VOLK THORSTEN ,  WESTPHALEN KARL OTTO ,  WITSCHEL MATTHIAS ,  WALTER HELMUT

Inventor： ZAGAR CYRILL ,  MENKE OLAF ,  HAMPRECHT GERHARD ,  PUHL MICHAEL ,  REINHARD ROBERT ,  SAGASSER INGO ,  PLATH PETER ,  VOLK THORSTEN ,  WESTPHALEN KARL-OTTO ,  WITSCHEL MATTHIAS ,  WALTER HELMUT

IPC: C07D233/64 ,  A01N43/50 ,  A01N43/76 ,  A01N43/78 ,  A01N43/84 ,  A01N57/16 ,  C07D233/54 ,  C07D233/68 ,  C07D401/04

CPC classification number: C07D233/64 ,  C07D233/68

Abstract: 4-Aryl-1-difluoromethoxyimidazoles of formula (I) are disclosed, where the substituents R and R have the meanings given in the description. Compounds of formula (I) are effective herbicides and can be used for the treatment of undesired plant growth. Furthermore, compounds of formula (I) are suitable for the desiccation and/or defoliation of plants, in particular, of cotton. The invention further relates to herbicidal agents and agents for desiccation and/or defoliation of plants.

Abstract translation: 中描述了式（I）的4-芳基-1- difluormethoxyimidazole其中变量R <1>，R <2>和R <3>具有说明书中所提及的含义。 式（I）的化合物是有效的除草剂，可用于防治不希望的植物生长。 此外，式I化合物用于干燥和/或植物的落叶，尤其是棉花，是合适的。 本发明还涉及组合物用于防治有害植物和组合物用于植物干燥和/或脱叶。

公开(公告)号：WO0059911A2

公开(公告)日：2000-10-12

申请号：PCT/EP0002565

申请日：2000-03-23

Applicant: BASF AG ,  LANGEMANN KLAUS ,  BAUMANN ERNST ,  DEYN WOLFGANG VON ,  KUDIS STEFFEN ,  MAYER GUIDO ,  MISSLITZ ULF ,  NEIDLEIN ULF ,  WITSCHEL MATTHIAS ,  VOLK THORSTEN ,  OTTEN MARTINA ,  WESTPHALEN KARL OTTO ,  WALTER HELMUT

Inventor： LANGEMANN KLAUS ,  BAUMANN ERNST ,  VON DEYN WOLFGANG ,  KUDIS STEFFEN ,  MAYER GUIDO ,  MISSLITZ ULF ,  NEIDLEIN ULF ,  WITSCHEL MATTHIAS ,  VOLK THORSTEN ,  OTTEN MARTINA ,  WESTPHALEN KARL-OTTO ,  WALTER HELMUT

IPC: A01N43/90 ,  C07D495/04 ,  C07D498/04

CPC classification number: C07D495/04 ,  A01N43/90

Abstract: The invention relates to tricyclic cyclohexanedione derivatives of formula (I) in which the substituents have the following meaning: R is hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 haloalkylthio, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfonyl, halogen, cyano or nitro; X is O or NR ; R is hydrogen, C1-C6 alkyl, C1-C6 alkoxy, C1-C6 haloalkyl, C1-C6 haloalkoxy, phenyl that is optionally substituted with C1-C3 alkyl, halogen, cyano, nitro or C1-C3 alkylsulfonyl or phenylsulfonyl that is optionally substituted with C1-C3 alkyl, halogen, cyano or nitro; R , R is hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkylthio, C1-C6 haloalkylthio, C1-C6 alkylsulfinyl, C1-C6 haloalkylsulfinyl, C1-C6 alkylsulfonyl, C1-C6 haloalkylsulfonyl, NR R , C2-C6 alkoxyalkyl, C1-C6 alkoxycarbonyl, C1-C6 alkylcarbonyl, halogen, cyano, nitro, phenyl that is optionally substituted with C1-C3 alkyl, halogen, cyano or nitro; R is hydrogen or C1-C4 alkyl; R is hydrogen, C1-C6 alkyl or halogen; R is hydrogen or C1-C6 alkyl; R is C1-C6 alkyl or C1-C6 alkoxy; 1 is 0, 1 or 2; n is 1 or 2; R is substituted (3-oxo-1-cyclohexene-2-yl)carbonyl or substituted (1,3-dioxo-2-cyclohexyl)methylidene. The invention also relates to the agriculturally useful salts of the compounds (I), to methods for producing said tricyclic cyclohexanedione derivatives and to the intermediates for their production. The invention encompasses agents containing the inventive compounds and the use of said derivatives or of agents containing them for weed control.

Abstract translation: （I），式三环环己二酮衍生物，其中取代基具有以下含义：R t <1>为氢，C1-C6烷基，C1-C6卤代烷基，C1-C6-烷氧基，C1-C6卤代烷氧基，C1-C6 烷硫基，C1-C6卤代烷硫基，C1-C6烷基亚磺酰基，C1-C6卤代烷基亚磺酰，C 1 -C 6 - 烷基磺酰基，C1-C6卤代烷基磺酰基，卤素，氰基或硝基; X是O或NR <2>; [R <2>的氢，C1-C6烷基，C1-C6-烷氧基，C1-C6卤代烷基，C1-C6-卤代烷氧基，任选地被C1-C3烷基，卤素，氰基，硝基或C1-C3烷基磺酰基取代的取代的 苯基或任选地被C1-C3烷基，卤素，氰基或硝基取代的苯磺酰基; [R <3>，R <4>为氢，C1-C6烷基，C1-C6卤代烷基，C1-C6-烷氧基，C1-C6卤代烷氧基，C1-C6烷硫基，C1-C6卤代烷硫基，C1-C6 烷基亚磺酰基，C1-C6-卤代烷基亚磺酰，C 1 -C 6 - 烷基磺酰基，C1-C6卤代烷基磺酰基，NR <7> - [R <8>，C2-C6烷氧基烷基，C1-C6烷氧羰基，C1-C6烷基羰基，卤素， 氰基，硝基，任选地被C1-C3烷基，卤素，氰基或硝基取代; [R <5>是氢或C1-C4烷基; [R <6>为氢，C1-C6烷基或卤素; [R <7>是氢或C1-C6烷基; [R <8> C1-C6烷基或C1-C6烷氧基; 1 0,1或2; n是1或2; [R <9>取代的（3-氧代-1-环己烯-2-基）羰基，或取代的（1,3-二氧代-2-环己基）亚甲基; 和化合物（I）的可农用盐，用于制备三环环己二酮衍生物以及中间体其制备方法，含有它们的组合物，以及使用这些衍生物或组合物的包含它们的用于控制杂草的方法。

公开(公告)号：DE50105736D1

公开(公告)日：2005-04-28

申请号：DE50105736

申请日：2001-12-10

Applicant: BASF AG

Inventor： MAYER GUIDO ,  MISSLITZ ULF ,  BAUMANN ERNST ,  VON DEYN WOLFGANG ,  KUDIS STEFFEN ,  HOFMANN MICHAEL ,  VOLK THORSTEN ,  WITSCHEL MATTHIAS ,  ZAGAR CYRILL ,  LANDES ANDREAS ,  LANGEMANN KLAUS

IPC: A01N43/74 ,  A01N43/76 ,  A01N43/78 ,  C07D263/58 ,  C07D277/68 ,  C07D413/06 ,  C07D417/06 ,  C07D417/14

Abstract: Pyrazolylbenzazolones of the formula I where the variables R , R , R , A and Pz are as defined in claim 1, and their salts, and their use for controlling harmful plants, are described.

公开(公告)号：DE50103231D1

公开(公告)日：2004-09-16

申请号：DE50103231

申请日：2001-03-15

Applicant: BASF AG

Inventor： ZAGAR CYRILL ,  REINHARD ROBERT ,  PUHL MICHAEL ,  VOLK THORSTEN ,  GOETZ NORBERT ,  HAMPRECHT GERHARD ,  MENKE OLAF ,  SAGASSER INGO

IPC: C07D231/12 ,  A01N43/56 ,  A01N43/76 ,  C07B61/00 ,  C07D231/16 ,  C07D231/18 ,  C07D413/04 ,  C07D413/14

Abstract: A process for preparing 7-(pyrazol-3-yl)benzoxazoles of the formula I in which the variables R 1 -R 6 are as defined in claim 1 , which process is characterized in that a 2-halo-3-(pyrazol-3-yl)anilide of the formula II, in which X is bromine or iodine is reacted with a base in the presence of a transition metal compound of subgroup VIIa, VIIIa or Ib of the Periodic Table of the Elements, is disclosed.

公开(公告)号：PL358209A1

公开(公告)日：2004-08-09

申请号：PL35820901

申请日：2001-03-15

Applicant: BASF AG

Inventor： ZAGAR CYRILL ,  REINHARD ROBERT ,  PUHL MICHAEL ,  VOLK THORSTEN ,  GOETZ NORBERT ,  HAMPRECHT GERHARD ,  MENKE OLAF ,  SAGASSER INGO

IPC: A01N43/56 ,  A01N43/76 ,  C07D231/12 ,  C07B61/00 ,  C07D231/16 ,  C07D231/18 ,  C07D413/04 ,  C07D413/14

Abstract: A process for preparing 7-(pyrazol-3-yl)benzoxazoles of the formula I in which the variables R 1 -R 6 are as defined in claim 1 , which process is characterized in that a 2-halo-3-(pyrazol-3-yl)anilide of the formula II, in which X is bromine or iodine is reacted with a base in the presence of a transition metal compound of subgroup VIIa, VIIIa or Ib of the Periodic Table of the Elements, is disclosed.

公开(公告)号：AR031786A1

公开(公告)日：2003-10-01

申请号：ARP010105672

申请日：2001-12-06

Applicant: BASF AG

Inventor： MAYER GUIDO ,  MISSLITZ U ,  BAUMANN ERNST ,  VON DEYN WOLFGANG ,  KUDIS STEFFEN ,  HOFMANN MICHAEL ,  WITSCHEL MATTHIAS ,  ZAGAR CYRILL ,  LANDES ANDREAS ,  VOLK THORSTEN ,  LANGEMANN KLAUS

IPC: A01N43/74 ,  A01N43/76 ,  A01N43/78 ,  C07D263/58 ,  C07D277/68 ,  C07D413/06 ,  C07D417/06 ,  C07D417/14 ,  C07D403/06 ,  C07D413/14 ,  C07D401/14 ,  C07D235/26 ,  A01N43/50 ,  A01N43/56

Abstract: Pirazolilbenzazolonas de la formula general (1): caracterizadas porque A, R1, R2, R3 y Pz tienen los significados indicados a continuacion: A: O, S, SO, SO2 o NR6, R1 halogeno, alquilo C1-4, haloalquilo C1-4, hidroxialquilo C1-4, alcoxi C1-4-alquilo C1-4, haloalcoxi C1-4, alquilo C1-4, haloalquiltio C1-4, alquilo C1-4, alquiltio, C1-4-alquilo C1-4, alquilsulfonilo, C1-4-alquilo, C1-4 haloalquilsulfonilo C1-4-alquilo C1-4, alcoxi C1-4, hidroxialcoxi C1-4, haloalcoxi C1-4, alcoxi C1-4-alcoxi C1-4, haloalcoxi C1-4-alcoxi C1-4, alquiltio C1-4, haloalquiltio C1-4, alquilsulfonilo C1-4, haloalquilsulfonilo C1-4; R2 hidrogeno, hidroxi, nitro, amino, alquilamino C1-6, di (alquilo C1-6) amino, ciano, CHO, alcoxi C1-6, alquilo C1-6 hidroxialquilo C1-6, haloalquilo C1-6, alcoxi C1-6-alquilo C1-6, haloalcoxi C1-6-alquilo C1-6, alquenilo C2-6, haloalquenilo C2-6, haloalcoxi C1-6 alquenilo C2-6 alcoxi C1-6-alquenilo C2-6, alquinilo C2-6 haloalquinilo C2-6, haloalcoxi C1-6-alquinilo C2-6, alcoxi C1-6-alquinilo C2-6, alquilsulfonilo C1-6, haloalquilsulfonilo C1-6, (alquilo C1-6)carbonilo, haloalquilcarbonilo C1-6, hidroxicarbonilo-alquilo C1-4, alcoxicarbonilo C1-6, alquilo C1-6, un resto de la formula C(O)OR4, CON(R5)2 o C(=NOR4a)R4b, arilo, arilo-alquilo C1-4, arilsulfonilo, arilcarbonilo, cicloalquilo C3-6, cicloalquenilo C3-6, heterociclilo de 3, 4, 5, 6, o 7 miembros, heterociclilo de 3, 4, 5, 6, o 7 miembros - alquilo C1-6, en donde cada resto arilo, cicloalquilo, cicloalquenilo y cada resto heterociclilo pueden estar no sustituidos o llevar uno, dos tres o cuatro sustituyentes, elegidos en cada caso entre halogeno, haloalquilo C1-4, alcoxi C1-4, haloalcoxi C1-4; R3 es hidrogeno, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4-alquilo C1-4, haloalcoxi C1-4-alquilo C1-4 o halogeno; en donde R4, R4a, R4b, R5 y R6 son como se describen en la memoria; y Pz representa un resto de la formula 2a o 2b: en don de R7, R8 y R9 son como se describen en la memoria. Agentes que contienen por lo menos un derivado de pirazol de la formula 1 o una sal de 1 util en agricultura y sustancias auxiliares usuales. Procedimiento para combatir el crecimiento indeseado de plantas, que comprende dejar actuar una cantidad activa como herbicida de por lo menos un derivado de pirazol de la formula 1 o una sal de 1 util en agricultura, sobre plantas, su medio ambiente y/o sobre semillas. Uso de derivados de pirazol de la formula 1 o sus sales utiles en agricultura como herbicidas. También se reivindican compuestos intermediarios de formula 4 a.

公开(公告)号：CZ200314A3

公开(公告)日：2003-08-13

申请号：CZ200314

申请日：2001-07-04

Applicant: BASF AG

Inventor： LANGEMANN KLAUS ,  MISSLITZ ULF ,  BAUMANN ERNST ,  VON DEYN WOLFGANG ,  KUDIS STEFFEN ,  VOLK THORSTEN ,  MAYER QUIDO

IPC: C07C45/42 ,  C07B61/00 ,  C07C17/00 ,  C07C45/27 ,  C07C45/29 ,  C07C45/67 ,  C07C49/433 ,  C07C49/443 ,  C07C255/47

Abstract: A process for preparing bicyclic 1,3-diketones of the formula IwhereR , R , R and R are hydrogen, C1-C4-alkyl, C1-C4-alkoxy-carbonyl, halogen, cyano, nitro, C1-C4-alkylthio, C1-C4-alkylsulfenyl or C1-C4-alkylsulfonyl andZ is C1-C4-alkylene, O, S, N-R whereR is C1-C4-alkyl or C1-C4-alkylcarbonyl,which comprisesa) reacting a bicyclic olefin of the formula II with haloform in the presence of a base to give the ring-expanded product of the formula IIIwhereR -R and Z are as defined above andX is halogen;b) hydrolyzing the allylic halogen of the compound of the formula III to the allyl alcohol of the formula IVc) oxidizing the allyl alcohol of the formula IV to the unsaturated ketone of the formula Vd) reacting the ketone of the formula V with a nucleophilic ion Y which stabilizes a negative charge to give the ketone of the formula VIe) hydrolyzing the ketone of the formula VI to the bicyclic 1,3-diketone of the formula I,novel intermediates and novel processes for preparing these intermediates are described.