Organic & biomolecular chemistry

Formal radical closure onto aromatic rings—a general route to carbocycles

DLJ Clive, R Sunasee, Z Chen

文献索引：Clive, Derrick L. J.; Sunasee, Rajesh; Chen, Zhenhua Organic and Biomolecular Chemistry, 2008 , vol. 6, # 13 p. 2434 - 2441

全文：HTML全文

被引用次数: 6

摘要

A general method is described for indirectly effecting radical carbocyclization of an alkyl chain onto an aromatic ring. Birch reductive-alkylation of aromatic tert-butyl esters with α, ω- dibromides, chromium (VI)-mediated oxidation of the resulting 1, 4-dienes and Finkelstein displacement of Br− with NaI gives cross-conjugated ketones that undergo radical cyclization. The products are easily aromatized to phenols by silylation, Saegusa ...