Synthesis and cycloaromatization of a cyclic enyne-allene prodrug

被引：27

作者：

Bekele, T ^{[1
]}

Brunette, SR ^{[1
]}

Lipton, MA ^{[1
]}

机构：

[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 22期

关键词：

D O I：

10.1021/jo034278w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and stable cyclic enediynone (4) has been synthesized using an intramolecular Nozaki-Hiyama-Kishi cyclization as the key step. Reaction with a thiolate nucleophile led to rapid cycloaromatization of 4. Trapping experiments using 1,4-cyclohexadiene support the intermediacy of an aromatic diradical in the cycloaromatization.

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页码：8471 / 8479

页数：9

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