Tetrahedron Letters

An unexpected rearrangement-hydration reaction sequence of 2H-chromenes to dihydrochalcones under catalysis of HAuCl 4

G Maiti, U Kayal, R Karmakar, RN Bhattacharya

Index: Maiti, Gourhari; Kayal, Utpal; Karmakar, Rajiv; Bhattacharya, Rudraksha N. Tetrahedron Letters, 2012 , vol. 53, # 47 p. 6321 - 6325,5

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Citation Number: 6

Abstract

2-Aryl-2H-chromenes in aqueous DCM medium under catalysis of HAuCl4 are converted into 3-(2-hydroxyaryl)-1-arylpropan-1-ones through hydration-rearrangement reaction sequence in very good yield. The key step probably involves the [1, 5] hydride shift followed by the hydrolysis under the reaction condition. The notable advantages of this method are operational simplicity and ease of isolation of products and also provide a pathway to ...