A novel one-pot stereoselective synthesis of N-[(E)-homocinnamyl] amides

被引：6

作者：

Chen, WL

Huang, XA

Zhou, HW

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310028, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2004年 / 10期

关键词：

Ritter reaction; methylenecyclopropanes; nitrites; stereoselectively; N-homocinnamyl amides;

D O I：

10.1055/s-2004-822369

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-[(E)-Homocinnamyl] amides were stereoselectively synthesized by the reaction of the methylenecyclopropanes (MCPs) with nitriles under acidic conditions in moderate yields in a one-pot manner.

引用

页码：1573 / 1576

页数：4

共 23 条

[1] ANGELA LM, 1994, J ORG CHEM, V59, P2092
[2] BINGER P, 1987, TOP CURR CHEM, V135, P77
[3] Bishop R, 1991, COMPREHENSIVE ORGANI, P261
[4] Synthesis of methylene- and alkylidenecyclopropane derivatives
Brandi, A
Goti, A
[J]. CHEMICAL REVIEWS, 1998, 98 (02) : 589 - 635
[5] Heterocycles from alkylidenecyclopropanes
Brandi, A
Cicchi, S
Cordero, FM
Goti, A
[J]. CHEMICAL REVIEWS, 2003, 103 (04) : 1213 - 1269
[6] GAWLEY RE, 1989, HETEROCYCLES, V29, P1283
[7] GENERATION AND CYCLIZATION OF NITRILIUM IONS FROM AMIDES - ASYMMETRIC-SYNTHESIS OF FUSED AZABICYCLICS
GAWLEY, RE
CHEMBURKAR, S
[J]. TETRAHEDRON LETTERS, 1986, 27 (19) : 2071 - 2074
[8] An efficient access to selenazoline-4-carboxylate derivatives incorporating cyclopropyl groups
Huang, X
Chen, WL
Zhou, HW
[J]. SYNLETT, 2004, (02) : 329 - 331
[9] Facile and effective copper-mediated cyclization reaction of cyclopropylideneacetic acids (or esters) and cyclopropylideneacetonitriles
Huang, X
Zhou, HW
Chen, WL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (03) : 839 - 842
[10] Novel tunable CuX2-mediated cyclization reaction of cyclopropylideneacetic acids and esters for the facile synthesis of 4-halomethyl-2(5H)-furanones and 4-halo-5,6-dihydro-2H-pyran-2-ones
Huang, X
Zhou, HW
[J]. ORGANIC LETTERS, 2002, 4 (25) : 4419 - 4422

← 1 2 3 →