REACTIONS OF ENAMINES WITH DEHYDRO AROMATIC-COMPOUNDS

被引：35

作者：

GINGRICH, HL

HUANG, Q

MORALES, AL

JONES, M

机构：

[1] Department of Chemistry, Princeton University, New Jersey 08544, Princeton

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 14期

关键词：

D O I：

10.1021/jo00040a016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzyne reacts with enamines through a combination of ene and 2 + 2 cycloadditions. One of the two possible ene reactions is greatly favored. The three-dimensional intermediate, 1,2-dehydro-o-carborane, 1 eschews the 2 + 2 reaction in favor of the ene reaction that is less favored in the benzyne reactions. This preference is rationalized in terms of the different steric demands of the two intermediates.

引用

页码：3803 / 3806

页数：4

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