Efficient synthesis of aminonaphthoquinones and azidobenzohydroquinones: mechanistic considerations of the reaction of hydrazoic acid with quinones. An overview

…, SA Haroutounian, VP Papageorgiou

Index: Couladouros, Elias A.; Plyta, Zoi F.; Haroutounian, Serkos A.; Papageorgiou, Vassilios P. Journal of Organic Chemistry, 1997 , vol. 62, # 1 p. 6 - 10

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Citation Number: 53

Abstract

Parameters useful to predict and control the reaction outcome of conjugate addition of hydrazoic acid to quinones have been studied, and the optimum conditions for the efficient synthesis of aminonaphthoquinones and azidobenzohydroquinones are reported. The application of this reaction for the efficient formal synthesis of dephostatin is also presented.