Abstract:
PROBLEM TO BE SOLVED: To provide a novel intermediate used for tricyclic amine derivative having the microbicidal activity, in particular the fungicidal activity.SOLUTION: A compound is provided which is represented by formula (D) (in the formula, Rand Rare each independently hydrogen, halo, 1-4C alkyl, 1-4C alkoxy, 1-4C haloalkyl or 1-4C haloalkoxy).
Abstract:
The present invention relates to a novel process for the preparation of a compound of formula (I): which comprises reacting a compound of formula (II): with a compound of general formula (III): wherein R 1 and R 2 are H or C 1-4 alkyl or R 1 and R 2 join together to form a C 2-3 alkylene group, which is optionally substituted by from 1 to 4 methyl or ethyl groups, or an anhydride of the compound (III), in the presence of a base and of a palladium catalyst which is (a) a palladium (0)- or palladium (I?)-triarylphosphine complex optionally in the presence of additional amounts of a triarylphoshine ligand, or (b) a palladium (II) salt in the presence of a triarylphosphine ligand, or (c) metallic palladium, optionally deposited on a support, in the presence of triarylphosphine; there being used from 0.9 to 2 moles of compound (III) for each mole of compound (II).
Abstract:
Fungicidal compounds of formula (I): where X is O or S; RING is phenyl or thienyl; Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by one to four groups R ; R is hydrogen, optionally substituted (C1-4)alkyl, formyl, optionally substituted (C1-4)alkylC(=O), optionally substituted (C1-4)alkylC(=O)O, optionally substituted (C1-4)alkoxy(C1-4)alkyl, optionally substituted allyl, optionally substituted propargyl or optionally substituted allenyl; each R is, independently, halogen, optionally substituted (C1-4)alkyl, optionally substituted (C1-4)alkoxy or optionally substituted (C1-4)alkoxy(C1-4)alkyl; R is (CR R )m Cy-(CR R )n-Y; each R is, independently, selected from halogen, C1-3 alkyl, C1-3 haloalkyl, C1-3 alkoxy(C1-3)alkyl and cyano; R , R , R and R are each, independently, hydrogen or optionally substituted (C1-4)alkyl; Cy is an optionally substituted carbocyclic or heterocyclic 3-7 membered ring which may be saturated, unsaturated or aromatic and which optionally contains a silicon atom as a ring member; (CR R )m and (CR R )n may be bound either to the same carbon or silicon atom of Cy or to different atoms separated by 1, 2 or 3 ring members; Y is Si(OpZ )(Oq Z )(OsZ) and provided that Cy contains a silicon atom as a ring member then Y may also be hydrogen; Z is C1-4 alkyl or C2-4 alkenyl (each of which is optionally interrupted by one heteroatom selected from O, S and N and is optionally substituted by one to three independently selected halogen atoms); Z and Z are, independently, methyl or ethyl; in and n are each, independently, 0, 1, 2 or 3; p, q and s are each, independently, 0 or 1; and r is 0, 1 or 2; or an N-oxide thereof; novel intermediates used in the preparation of these compounds, agrochemical compositions which comprise at least one of the novel compounds as active ingredient and the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.
Abstract translation:式(I)的杀真菌化合物:其中X是O或S; RING是苯基或噻吩基; Het是含有1-3个各自独立地选自氧,氮和硫的杂原子的5-或6-元杂环,所述环被1-4个基团R 4取代; R 1是氢,任选取代的(C 1-4)烷基,甲酰基,任选取代的(C 1-4)烷基C(= O),任选取代的(C 1-4)烷基C 4)烷氧基(C 1-4)烷基,任选取代的烯丙基,任选取代的炔丙基或任选取代的丙二烯基; 每个R 2独立地为卤素,任选取代的(C 1-4)烷基,任选取代的(C 1-4)烷氧基或任选取代的(C 1-4)烷氧基(C 1-4)烷基; R 3是(CR a R b)m C y - (CR c R d)n -Y; 每个R 4独立地选自卤素,C 1-3烷基,C 1-3卤代烷基,C 1-3烷氧基(C 1-3)烷基和氰基; R a,R b,R c和R d各自独立地为氢或任选取代的(C 1-4)烷基; Cy是任选取代的碳环或杂环3-7元环,其可以是饱和的,不饱和的或芳族的,并且其任选含有硅原子作为环成员; (CR a R b)m和(CR c R d)n可以与Cy的相同的碳或硅原子结合,或者结合到由1,2或3个环成员分隔的不同原子上; Y是Si(OpZ 1)(Oq Z 2)(OsZ)并且条件是Cy含有硅原子作为环成员,那么Y也可以是氢; Z是C1-4烷基或C2-4链烯基(其每一个任选地被一个选自O,S和N的杂原子间隔,并且任选被1-3个独立选择的卤素原子取代); Z 1和Z 2独立地为甲基或乙基; in和n各自独立地为0,1,2或3; p,q和s各自独立地为0或1; r是0,1或2; 或其N-氧化物; 用于制备这些化合物的新颖中间体,包含至少一种新化合物作为活性成分的农业化学组合物,以及活性成分或组合物在农业或园艺中用于控制或预防植物病原微生物侵染植物,优选真菌 。
Abstract:
The present invention relates to a novel a process for the preparation of the compound of the general formula (I), wherein R 1 and R 2 are independently H or C 1-6 alkyl, which comprises treating with a reducing agent either a compound of the general formula (II), wherein R 1 and R 2 have the meanings given for the compound of the formula (I), R 3 is H or C 1-4 alkyl and Ph is phenyl, or a compound of the general formula (III), wherein R 1 , R 2 , R 3 and Ph have the meanings given for the compound of the formula (II), the reducing agent being effective to cleave the benzyl moiety Ph-CH(R 3 )- from the benzylamino moiety PhCH(R 3 )NH- in the compound of the formula (II) or in the compound of the formula (III) to leave an amino group and, in addition, in the case of the compound of the formula (III), to reduce both the 2,3-double bond and the double bond joining the R 1 R 2 C- moiety to the 9-position of the benzonorbornene ring to single bonds. It also relates to processes for the preparation of the compounds (II) and (III) and their precursors and to the compounds (II) and (III) themselves and certain of their precursors, which are novel compounds. The compounds (I) are useful for the preparation of various fungicidal heterocyclyl-carboxylic acid benzonorbornen-5-yl-amides.