Synthesis of carbazomycin B by radical arylation of benzene

D Crich, S Rumthao

Index: Crich, David; Rumthao, Sochanchingwung Tetrahedron, 2004 , vol. 60, # 7 p. 1513 - 1516

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Citation Number: 46

Abstract

Iodination of 2-methoxy-3, 4-dimethyl-5-nitrophenol followed by acetylation yields (6-iodo-2- methoxy-3, 4-dimethyl-5-nitrophenyl) acetate. Reduction with iron and acetic acid followed by reaction with methyl chloroformate then provides N-methoxycarbonyl-3-acetoxy-2-iodo-4- methoxy-5, 6-dimethylaniline. Treatment of this substance in benzene at reflux with tributyltin hydride and a catalytic quantity of diphenyl diselenide leads to the formation of N- ...