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Direct Lactone Formation by Using Hypervalent Iodine(III) Reagents with KBr via Selective C-H Abstraction Protocol

Toshifumi Dohi, Naoko Takenaga, Akihiro Goto, Akinobu Maruyama and Yasuyuki Kita*

*Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka, 565-0871 Japan, Email: kitaphs.osaka-u.ac.jp

T. Dohi, N. Takenaga, A. Goto, A. Maruyama, Y. Kita, Org. Lett., 2007, 9, 3129-3132.

DOI: 10.1021/ol071315n (free Supporting Information)


Abstract

A new and reliable method for the direct construction of biologically important aryl lactones and phthalides from carboxylic and benzoic acids is based on selective benzylic C-H abstraction in the presence of hypervalent iodine(III) reagents and KBr.


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proposed mechanism



Key Words

Lactones, Hypervalent Iodine Compounds


ID: J54-Y2007-2580