Photocyclization of 2, 6-dichlorocinnamic acid derivatives to 5-chlorocoumarin

R Arad-Yellin, BS Green…

Index: Arad-Yellin, R.; Green, B. S.; Muszkat, K. A. Journal of Organic Chemistry, 1983 , vol. 48, # 15 p. 2578 - 2583

Full Text: HTML

Citation Number: 9

Abstract

On UV irradation, 2, 6-dichlorocinnamic acid and its esters undergo photocyclization with elimination of the elements of HCl or RCl (R= alkyl or aryl) to yield 5-ChlO~ OCOUmarin (2); amide derivatives yield the corresponding imino analogues. Low-temperature irradiation monitored by infrared and optical spectrophotometry allowed the identification of o- quinomethyl ketene as one of the intermediates of this reaction and suggested a ...