Heterocyclic Photochemistry in Contrast with Carbon Behavior. Regioselective Photochemical Rearrangement of an Azacyclohexadienone: Mechanistic and Exploratory Organic Photochemistry

被引：13

作者：

Zimmerman, Howard E. ^{[1
]}

Shorunov, Sergey ^{[1
]}

机构：

[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 15期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1021/jo900901g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Type-A photochemistry of cyclohexadienones is well-studied and follows a well-established mechanistic pathway. One early example is the rearrangement of santonin to lumisantonin. Another example is the rearrangement of 4,4-diphenylcyclohexa-1,5-dienone. Remarkably, replacement of one carbon by nitrogen alters the reaction course to give a regioselective phenyl migration.

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页码：5411 / 5416

页数：6

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