Tetrahedron

Hunsdiecker-Type Bromodecarboxylation of Carboxylic Acids with Iodosobenzene Diacetate–Bromine

P Camps, AE Lukach, X Pujol, S Vázquez

Index: Camps, Pelayo; Lukach, Andres E.; Pujol, Xavier; Vazquez, Santiago Tetrahedron, 2000 , vol. 56, # 17 p. 2703 - 2707

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Citation Number: 21

Abstract

Carboxylic acids are bromodecarboxylated in moderate to good yields on reaction with iodosobenzene diacetate and bromine under irradiation with a tungsten lamp. The reaction works very well with carboxylic acids having a primary, secondary or tertiary α-carbon atom, although diphenylacetic acid gives benzophenone. Benzoic acid derivatives are bromodecarboxylated in moderate yields if electron-withdrawing substituents are present ...