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公开(公告)号：KR101054267B1
公开(公告)日：2011-08-08
申请号：KR1020090023447
申请日：2009-03-19
Applicant: 강원대학교산학협력단
Abstract: 본 발명은 팔라듐을 촉매로 사용하고, 은염(silver salt)과 프로피올릭산(propiolic acid) 유도체의 탈탄산(decarboxylation) 반응을 통해 인-시츄(in-situ)로 유기은염을 제조하고, 하기 화학식 5의 화합물과의 교차 짝지움 반응을 통한 하기 화학식 1의 아세틸렌 유도체의 제조 방법을 제공한다.
[화학식 1]
[화학식 5]
[상기 화학식 1 및 5에서, R
1 은 수소, C1-C5의 알킬, 페닐, C1-C5의 알킬페닐 또는 C1-C5의 알콕시페닐이고, R
2 는 에톡시카보닐페닐, 메틸페닐, n-부틸페닐, 메톡시페닐, 포밀페닐, 아세틸페닐, 시아노페닐, 나프틸, , 바이페닐, 피리딜, 티에닐, 아세틸티에닐, 페닐바이닐 또는 이고, X
2 는 Cl, Br, I, OTf이다.]
탈탄산 짝지움 반응, 팔라듐, 은염, 유기은염-
公开(公告)号：KR101014890B1
公开(公告)日：2011-02-15
申请号：KR1020080044182
申请日：2008-05-13
Applicant: 강원대학교산학협력단
IPC: C07D309/34 , C07D309/36
Abstract: 본 발명은 신규 고리화합물과 이의 제조방법에 관한 것으로, 보다 상세하게는 하기 화학식 2로 표시되는 비닐 알렌(vinyl allene) 유도체와 하기 화학식 3으로 표시되는 친디엔체와의 딜스-엘더(Diels-Alder) 반응을 수행하여 제조된 하기 화학식 1로 표시되는 신규 고리화합물과 이의 제조방법에 관한 것이다.
상기 반응식에서, , , A, D
1 , D
2 , R
1 , R
2 , X
1 , 및 X
2 는 각각 발명의 상세한 설명에서 정의한 바와 같다.
인듐, 유기인듐, 교차-짝지움 반응, 비닐 알렌화합물, 친디엔체, 딜스-엘더(Diels-Alder) 반응, 고리화합물-
公开(公告)号：KR101020486B1
公开(公告)日：2011-03-08
申请号：KR1020080093293
申请日：2008-09-23
Applicant: 강원대학교산학협력단
IPC: C07C211/20 , C07C211/21 , C07C209/66
CPC classification number: C07C211/45 , C07C211/27 , C07C211/52 , C07C217/84 , C07C229/30 , C07C229/38 , C07C239/18 , C07D307/52
Abstract: 본 발명은 하기 화학식 1로 표시되는 1,3-부타다이엔-2-일 메틸 아민(1,3-butadien-2-yl methyl amine) 유도체와 이의 제조방법에 관한 것이다.
[화학식 1]
보다 상세하게는, 본 발명의 1,3-부타다이엔-2-일 메틸 아민 유도체는 유기인듐 시약과 다양한 이민 화합물과의 첨가반응을 통해 아민 화합물 내에 알파 탄소 위치에 1,3-다이엔 치환체를 도입하여 제조되며, 상기 유기 인듐 시약은 1,4-다이브로모-2-부타인과 인듐(indium)을 반응시켜 제조된다. 본 발명의 1,3-부타다이엔-2-일 메틸 아민 유도체를 제조하는 다른 방법은 1,4-다이브로모-2-부타인, 인듐 및 다양한 이민 화합물을 바비어 타입(Barbier type)으로 반응시키는 방법이고, 또 다른 방법으로는 알데히드 유도체와 아민 유도체를 축합반응 시켜 얻어진 이민 화합물을 별도로 분리하지 않고 유기인듐 시약과의 첨가 반응시킨 방법이다.
인듐, 유기인듐, 1,3-부타다이엔-2-일 메틸 아민 (1,3-butadien-2-yl methyl amine), 1,4-다이브로모-2-부타인, 이민 (imine), 첨가반응-
Patent Agency Ranking
公开(公告)号：KR1020100034256A
公开(公告)日：2010-04-01
申请号：KR1020080093293
申请日：2008-09-23
Applicant: 강원대학교산학협력단
IPC: C07C211/20 , C07C211/21 , C07C209/66
CPC classification number: C07C211/45 , C07C211/27 , C07C211/52 , C07C217/84 , C07C229/30 , C07C229/38 , C07C239/18 , C07D307/52
Abstract: PURPOSE: A method for preparing 1,3-butadiene-2-1-methyl amine derivatives is provided to synthesize a 1,3-butadiene-2-1-methyl amine derivative compound without separation of an imine compound formed through condensation reaction an aldehyde derivative and amine derivative. CONSTITUTION: A 1,3-butadiene-2-1-methyl amine derivative has a structure represented by chemical formula 1. In the chemical formula 1, A is (C1-C10) alkyl, (C3-C9) cyclo alkyl, (C6-C12) aryl, (C1-C10) alkoxycarbonyl, or (C3-C7) heteroaryl; B is (C6-C12) aryl, (C6-C12) ar (C1-C10) alkyl or (C6-C12) ar (C1-C10) alkoxy; and alkyl, cycloalkyl, aryl, alkoxycarbonyl, heteroaryl, aralkyl or aralkoxy of A and B can be substituted with at least one selected from (C1-C10) alkyl, (C1-C10) alkoxy, halogen or hydroxyl.
Abstract translation: 目的：提供1,3-丁二烯-2-甲基胺衍生物的制备方法，以合成1,3-丁二烯-2-甲基胺衍生物而不分离通过缩醛反应形成的亚胺化合物醛 衍生物和胺衍生物。 化学式1中，A为（C1-C10）烷基，（C3-C9）环烷基，（C6 -C 12）芳基，（C 1 -C 10）烷氧基羰基或（C 3 -C 7）杂芳基; B是（C 6 -C 12）芳基，（C 6 -C 12）芳基（C 1 -C 10）烷基或（C 6 -C 12）芳（C 1 -C 10）烷氧基; 并且A和B的烷基，环烷基，芳基，烷氧基羰基，杂芳基，芳烷基或芳烷氧基可以被选自（C1-C10）烷基，（C1-C10）烷氧基，卤素或羟基中的至少一种取代。
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公开(公告)号：KR1020090122819A
公开(公告)日：2009-12-01
申请号：KR1020080048813
申请日：2008-05-26
Applicant: 강원대학교산학협력단
CPC classification number: B01J31/38 , B01J21/063
Abstract: PURPOSE: A novel catalyst for intermolecular hydroamination and a method for manufacturing cyclic imine compounds using the catalyst are provided to produce the novel catalyst by using an amino Alkynes derivative. CONSTITUTION: A novel catalyst for intermolecular hydroamination uses a catalyst composition including a titanium-amino metal compound, a 4B family metal complex, a 4B family metal compound and specified ligand. The catalyst for intermolecular hydroamination is a titanium - amino compound indicated as a chemical formula 2. The chemical formula 2 is TiClp(NR2)q. R is a straight-chain or a branched-chain alkyl group of C1~C6. P is 0 or 1 and p+q=4. The catalyst is the 4B family metal complex indicated by a chemical formula 3a, 3b or 3c. X and Q is one of the straight-chain or a branched-chain alkyl group of C1~C6, a phenyl radical or a benzyl radical. M is 4B family metal atoms.
Abstract translation: 目的：提供一种用于分子间水解的新型催化剂和使用该催化剂制备环状亚胺化合物的方法，通过使用氨基炔烃衍生物制备新型催化剂。 构成：用于分子间水解的新型催化剂使用包含钛 - 氨基金属化合物，4B族金属络合物，4B族金属化合物和特定配体的催化剂组合物。 分子间水解催化剂是化学式2表示的钛 - 氨基化合物。化学式2是TiClp（NR2）q。 R是C1〜C6的直链或支链烷基。 P为0或1，p + q = 4。 催化剂是由化学式3a，3b或3c表示的4B族金属络合物。 X和Q是C1〜C6，苯基或苄基的直链或支链烷基之一。 M是4B族金属原子。
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公开(公告)号：KR100821936B1
公开(公告)日：2008-04-15
申请号：KR1020060130535
申请日：2006-12-20
Applicant: 강원대학교산학협력단
IPC: C07C13/11 , C07C13/00 , C07D209/10 , C07D267/04
CPC classification number: C07C67/317 , C07C1/325 , C07C13/465 , C07C67/327 , C07C253/30 , C07C315/04 , C07C2601/08 , C07C2602/08 , C07C2602/10 , C07C2603/24 , C07D209/08 , C07D267/04 , C07D267/22 , C07C69/74 , C07C69/753 , C07C69/757 , C07C317/12 , C07C317/44 , C07C255/47
Abstract: A method for coupling carbon atoms in an unsaturated hydrocarbon compound molecule by using organoindium is provided to avoid an additional purification step for separating an intermediate compound produced by a transition metal catalyst and indium, to solve the problem related with toxicity of an organotin compound, and to obtain a cyclic compound at a high yield. A method for coupling carbon atoms in an unsaturated hydrocarbon compound molecule comprises a step of carrying out in-situ reaction of an allyl substituent of the following formula 3 or 4 containing an unsaturated hydrocarbon compound with indium halide and a tertiary amine represented by the formula of NR2R3R4, in the presence of a palladium catalyst to form an allyl indium compound in which Z of the allyl substituent of formula 3 or 4 is substituted with indium, thereby providing a cyclic compound having a vinyl substituent represented by the following formula 1 or formula 2 through an in-situ intramolecular cyclization reaction. In the above formulae, X is Cl, Br or I; Y is (CH2)pCR11R12, NR13 or (CH2)qONR14; Z is Cl, Br, I, OAc or OCO2CH3; each of A, B, C and D independently represents H, a C1-C5 alkyl, phenyl or benzyl, or A and B or C and D are linked to each other via a C2-C10 alkylene, C2-C5 alkenylene, fused ring-containing C2-C10 alkylene or fused ring-containing C2-C5 alkenylene to form a ring optionally further comprising at least one heteroatom selected from N, O and S; R1 represents H, fluorine-substituted or non-substituted C1-C5 alkyl, C1-C5 alkoxy, C1-C5 alkoxycarbonyl or C1-C5 alkoxycarbonyl; each of R2, R3 and R4 represents a C1-C5 alkyl, phenyl or benzyl; each of R11 and R12 represents H, a C1-C5 alkyl, C1-C5 alkoxy, C1-C5 alkylcarbonyl or C1-C5 alkoxycarbonyl; R13 is a C1-C5 alkyl or SO2R21; R14 is t-butoxycarbonyl or a C1-C5 alkyl; R21 is a C1-C5 alkyl or phenyl; n is an integer of 1-4; m is an integer of 1-3; p is an integer of 0-5; and q is an integer of 1-3.
Abstract translation: 提供了通过使用有机铟偶联不饱和烃化合物分子中的碳原子的方法，以避免用于分离由过渡金属催化剂和铟生成的中间体化合物的另外的纯化步骤，以解决与有机锡化合物的毒性有关的问题，以及 以高收率得到环状化合物。 用于偶联不饱和烃化合物分子中的碳原子的方法包括以下步骤：将含有不饱和烃化合物的下式3或4的烯丙基取代基与卤化铟和由式 NR2R3R4，在钯催化剂存在下，形成烯键式铟化合物，其中式3或4的烯丙基取代基的Z被铟取代，从而提供具有由下式1或式2表示的乙烯基取代基的环状化合物 通过原位分子内环化反应。 在上式中，X是Cl，Br或I; Y是（CH 2）pCR 11 R 12，NR 13或（CH 2）qONR 14; Z是Cl，Br，I，OAc或OCO 2 CH 3; A，B，C和D各自独立地表示H，C1-C5烷基，苯基或苄基，或A和B或C和D通过C 2 -C 10亚烷基，C 2 -C 5亚烯基，稠环彼此连接 含有C 2 -C 10亚烷基或稠环的C 2 -C 5亚烯基以形成任选地进一步包含至少一个选自N，O和S的杂原子的环; R 1表示H，氟取代或未取代的C 1 -C 5烷基，C 1 -C 5烷氧基，C 1 -C 5烷氧基羰基或C 1 -C 5烷氧基羰基; R2，R3和R4各自表示C1-C5烷基，苯基或苄基; R11和R12各自表示H，C1-C5烷基，C1-C5烷氧基，C1-C5烷基羰基或C1-C5烷氧基羰基; R13是C1-C5烷基或SO2R21; R14是叔丁氧基羰基或C1-C5烷基; R 21是C 1 -C 5烷基或苯基; n为1-4的整数; m为1-3的整数; p是0-5的整数; q为1-3的整数。
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公开(公告)号：KR1020100104803A
公开(公告)日：2010-09-29
申请号：KR1020090023447
申请日：2009-03-19
Applicant: 강원대학교산학협력단
CPC classification number: C07C67/343 , C07C1/325 , C07C15/54 , C07C15/60 , C07C69/76
Abstract: PURPOSE: A producing method of an acetylene derivative is provided to easily produce a metal-acetylide nucleophile using a decarboxylation reaction from a propiolic acid derivative without using large amount of bases. CONSTITUTION: A producing method of an acetylene derivative marked with chemical formula 1 comprises the following steps: forming organic silver salt marked with chemical formula 4, by reacting silver salt marked with chemical formula 3 and a propiolic acid derivative marked with chemical formula 2; and reacting the organic silver salt with a compound containing palladium salt, a phosphine group ligand, and an organic halide compound marked with chemical formula 5.
Abstract translation: 目的：提供乙炔衍生物的制备方法，使用来自丙炔酸衍生物的脱羧反应容易地生成金属 - 乙炔基亲核试剂，而不需要大量的碱。 构成：用化学式1表示的乙炔衍生物的制造方法包括以下步骤：通过使化学式3标记的银盐与化学式2所示的丙炔酸衍生物反应，形成用化学式4表示的有机银盐; 并使有机银盐与含有钯盐，膦基配位体和化学式5标记的有机卤化物的化合物反应。
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公开(公告)号：KR1020090118417A
公开(公告)日：2009-11-18
申请号：KR1020080044182
申请日：2008-05-13
Applicant: 강원대학교산학협력단
IPC: C07D309/34 , C07D309/36
Abstract: PURPOSE: A novel cyclic compound and a manufacturing method are provided to use as a good precursor in natural material synthesis or medicinal or pharmaceutical filed. CONSTITUTION: A cyclic compound is denoted by the chemical formula 1a. In the chemical formula 1a, D1-X1 is CX1 or CX1X2; D2-X2 is oxygen(O), CX1X2, or CX2; A is H or straight or branched C1-C10 alkyl; and R1 and R2 are same or different H, straight or branched C1-C10 alkyl or phenyl.
Abstract translation: 目的：提供一种新型的环状化合物和制备方法，用作天然物质合成或药用或药物领域的良好前体。 构成：化学式1a表示环状化合物。 在化学式1a中，D1-X1为CX1或CX1X2; D2-X2是氧（O），CX1X2或CX2; A为H或直链或支链C 1 -C 10烷基; 并且R 1和R 2是相同或不同的H，直链或支链C 1 -C 10烷基或苯基。
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