PHOTOCATALYZED MULTIPLE ADDITIONS OF AMINES TO ALPHA,BETA-UNSATURATED ESTERS AND NITRILES

被引：37

作者：

DAS, S ^{[1
]}

KUMAR, JSD ^{[1
]}

THOMAS, KG ^{[1
]}

SHIVARAMAYYA, K ^{[1
]}

GEORGE, MV ^{[1
]}

机构：

[1] UNIV NOTRE DAME,RADIAT LAB,NOTRE DAME,IN 46556

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 03期

关键词：

D O I：

10.1021/jo00082a021

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Photoelectron-transfer-catalyzed intermolecular carbon-carbon bond formation of primary, secondary, and tertiary amines with alpha,beta-unsaturated esters and nitriles using photosensitizers such as anthraquinone, acridone, and dicyanoanthracene has been investigated. The addition of alpha-aminoalkyl radicals, generated via photoelectron-transfer processes, to olefinic substrates and the subsequent 1,5-hydrogen abstraction reactions of the amine-olefin adduct radicals lead to a number of interesting multiple-olefin-added products. The adducts of the primary and secondary amines with alpha beta-unsaturated esters undergo further cyclizations to give spiro and cyclic lactams, respectively.

引用

页码：628 / 634

页数：7

共 37 条

[1] CARBOCYCLIC RING EXPANSION REACTIONS VIA RADICAL CHAIN PROCESSES [J].