6π-Photocyclization of O-tert-butylacrylanilides. N-substitution dictates the regiochemistry of cyclization

被引：16

作者：

Ayitou, Anoklase Jean-Luc ^{[1
]}

Ugrinov, Angel ^{[1
]}

Sivaguru, J. ^{[1
]}

机构：

[1] N Dakota State Univ, Dept Chem & Mol Biol, Fargo, ND 58105 USA

来源：

PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES | 2009年 / 8卷 / 06期

基金：

美国国家科学基金会;

关键词：

PHOTOCYCLIZATION; PHOTOISOMERIZATION; STEREOCHEMISTRY; ENAMIDES; HOST;

D O I：

10.1039/b903861b

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

O-tert-Butylacrylanilides with N-H substitution undergo 6 Pi-photocyclization at the unsubstituted ortho carbon, whereas the corresponding N-methyl derivatives cyclize at the ortho carbon bearing the tert-butyl with the eventual loss of 2-methylpropene.

引用

页码：751 / 754

页数：4

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