Organic letters

N–N Bond-Forming Cyclization for the One-Pot Synthesis of N-Aryl [3, 4-d] pyrazolopyrimidines

LE Evans, MD Cheeseman, K Jones

Index: Evans, Lindsay E.; Cheeseman, Matthew D.; Jones, Keith Organic Letters, 2012 , vol. 14, # 13 p. 3546 - 3549

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Citation Number: 15

Abstract

An efficient one-pot synthesis of N-aryl [3, 4-d] pyrazolopyrimidines in good yield and under mild reaction conditions is described. By exploiting electron-deficient hydroxylamines, the substituted oxime products were formed with very high E-diastereoselectivity. The key step utilizes a cyclization reaction upon an oxime derived from hydroxylamine-O-sulfonic acid to form the N–N bond of the product.