Organic letters

The Rearrangement of tert-Butylperoxides for the Construction of Polysubstituted Furans

X Zheng, S Lu, Z Li

Index: Zheng, Xiaojian; Lu, Shenglin; Li, Zhiping Organic Letters, 2013 , vol. 15, # 21 p. 5432 - 5435

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Citation Number: 21

Abstract

The Brønsted acid catalyzed rearrangement of tert-butyl peroxides provides a new strategy to construct 2, 3-disubstituted furans via 1, 2-aryl migration. In addition, tert-butyl peroxides could also be transformed into 2, 3, 5-trisubstituted or 2, 5-disubstituted furans through a sequence of base-catalyzed Kornblum–DelaMare rearrangements and acid-promoted Paal– Knorr reactions.