PHOTOACYLATION .2. INTRAMOLECULAR PHOTOACYLATION OF ENOLATES

被引:11
作者
YANG, NC
LIN, LC
SHANI, A
YANG, SS
机构
[1] Department of Chemistry, University of Chicago, Chicago
关键词
D O I
10.1021/jo01258a068
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Under the influence of ultraviolet light, the sodium enolate of diethyl o-biphenylylmalonate (5) in ethanol undergoes intramolecular photoacylation to give ethyl 9-phenanthrol-10-carboxylate (6) in 70% yield. The reaction had been extended to the enolates of phenylethylidenemalonate (7) and phenylethylidenecyanoacetate (8) systems. They cyclized to give the corresponding naphthol derivatives. The reaction represents a new type of photochemical process of organometallic compounds which may have synthetic applications. © 1969, American Chemical Society. All rights reserved.
引用
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页码:1845 / &
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