Palladium(II)-catalyzed regioselective carbonylative coupling of aniline derivatives with terminal aryl acetylenes to give acrylamides under syngas conditions

被引：27

作者：

El Ali, B ^{[1
]}

El-Ghanam, A ^{[1
]}

Fettouhi, M ^{[1
]}

Tijani, J ^{[1
]}

机构：

[1] King Fahd Univ Petr & Minerals, Dept Chem, Dhahran 31261, Saudi Arabia

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 30期

关键词：

palladium; carbonylative coupling; aniline; alkynes; acrylamides; syngas;

D O I：

10.1016/S0040-4039(00)00899-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The carbonylative coupling of aniline derivatives (la-h) with terminal aryl acetylenes (2a, b) catalyzed by Pd(OAc)(2) and 1,4-bis(diphenylphosphino)butane (dppb) under syngas conditions affords acrylamide derivatives 3 or 3' in excellent yields and selectivities. (C) 2000 Published by Elsevier Science Ltd.

引用

收藏

页码：5761 / 5764

页数：4

相关论文

共 23 条

[1] SYNTHESIS OF OXINDOLE DERIVATIVES FROM N-ALKENYL-ORTHO-CHLOROANILIDES WITH ZERO-VALENT NICKEL-COMPLEX [J].

CANOIRA, L ;

RODRIGUEZ, JG .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1985, 22 (06) :1511-1518

[2]

Colquhoun H. M., 1991, CARBONYLATION DIRECT

[3] USE OF FORMIC OR OXALIC-ACID FOR THE REGIOSELECTIVE HYDROCARBOXYLATION OF ALKENES AND ALKYNES CATALYZED BY PD/C AND 1,4-BIS(DIPHENYLPHOSPHINO)BUTANE [J].

ELALI, B ;

VASAPOLLO, G ;

ALPER, H .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (17) :4739-4741

[4]

ELALI B, 1995, J MOL CATAL A-CHEM, V96, P197

[5] SYNTHESIS OF UNSATURATED ESTERS, INCLUDING TERT-ALKYL ESTERS, BY THE PALLADIUM-CATALYZED CARBONYLATION OF ALKYNES IN THE PRESENCE OF ALCOHOLS AND 1,4-BIS(DIPHENYLPHOSPHINO)BUTANE [J].

ELALI, B ;

ALPER, H .

JOURNAL OF MOLECULAR CATALYSIS, 1991, 67 (01) :29-33

[6]

ELALI B, 1998, HYDROCARBOXYLATION H, P47

[7]

Ghosh M. K., 1996, POLYIMIDES FUNDAMENT

[8] A FACILE, PRACTICAL SYNTHESIS OF 2-(6-METHOXY-2-NAPHTHYL)PROPENOIC ACID [J].

HIYAMA, T ;

WAKASA, N ;

UEDA, T ;

KUSUMOTO, T .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (02) :640-642

[9] Palladium-catalyzed regioselective carbonylation of 2,3-dienylamines to alpha-vinylacrylamides [J].

Imada, Y ;

Vasapollo, G ;

Alper, H .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (23) :7982-7983

[10] Palladium-catalyzed carbonylation of propargylamines. Selective insertion of carbon monoxide into a carbon-nitrogen bond [J].

Imada, Y ;

Alper, H .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (20) :6766-6767