Base-induced photocyclization of 1,2-diaryl-1-tosylethenes.: A mechanistically novel approach to phenanthrenes and phenanthrenoids

被引：49

作者：

Almeida, JF ^{[1
]}

Castedo, L

Fernández, D

Neo, AG

Romero, V

Tojo, G

机构：

[1] Univ Santiago Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain

[2] Univ Santiago Compostela, CSIC, Unidad Asociada, Santiago De Compostela 15782, Spain

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 26期

关键词：

D O I：

10.1021/ol0357954

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The irradiation with UV light of a number of 1,2-diaryl-1-tosylstilbenes, in the presence of base, leads to the corresponding phenanthrenes and heterocyclic analogues. These results are consistent with a mechanism involving the base-induced elimination of p-toluenesulfinic acid from an intermediate 9-tosyl-4a,4b-dihydrophenanthrene, formed by photochemical cyclization of the starting 1,2-diaryi-1-tosylstilbenes.

引用

页码：4939 / 4941

页数：3

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