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Synthesis of 2, 5-disubstituted 3, 6-diamino-1, 4-benzoquinones

…, RR Odle, PM Winton, PR Weider

文献索引:Hegedus, Louis S.; Odle, Roy R.; Winton, Peter M.; Weider, Paul R. Journal of Organic Chemistry, 1982 , vol. 47, # 13 p. 2607 - 2613

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被引用次数: 38

摘要

A general synthetic approach to a wide variety of 2, 5-disubstituted 3, 6-diamino-l, 4- benzoquinones was developed. Bromanil was diaminated with ammonia, and adjacent NH2 and OH groups were protected as benzoxazoles by treatment with a carboxylic acid chloride followed by a polyphosphate ester cyclization-dehydration. The resulting 2, 5- dibromobenzobis (oxazoles) were monolithiated by halogen-metal exchange with n- ...