PREPARATION OF SUBSTITUTED DIHYDROFLUORENONES BY PHOTOISOMERIZATION OF BENZOTROPOLONE DERIVATIVES

被引：5

作者：

Walter, Brady L. ^{[1
]}

Tabarez, Carlos ^{[2
]}

Cheng, Hiu Yan ^{[1
]}

Moyna, Patrick ^{[2
]}

Moyna, Guillermo ^{[1
,2
]}

机构：

[1] Univ Sci Philadelphia, Dept Chem & Biochem, Philadelphia, PA 19104 USA

[2] Univ Republica, Fac Quim, Dept Tecnol Quim, Montevideo, Uruguay

来源：

SYNTHETIC COMMUNICATIONS | 2011年 / 41卷 / 19期

基金：

美国国家科学基金会;

关键词：

Benzotropolones; Diels-Alder reaction; photoisomerization; substituted dihydrofluorenones; beta; gamma-unsaturated ketone chromophores; BIOLOGICAL EVALUATION; PHOTOCHEMISTRY; SERIES; DESIGN;

D O I：

10.1080/00397911.2010.515359

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The photoisomerization of the Diels-Alder adduct formed between tetramethylpurpurogallin and maleic anhydride is described. The process is highly stereoselective, involves the beta,gamma-unsaturated ketone chromophore present in the adduct, proceeds through the formation of allyl and aroyl radical intermediates, and leads to a novel substituted dihydrofluorenone in good yields.

引用

页码：2852 / 2858

页数：7

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