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Nonreductive Deiodination of ortho-Iodo-Hydroxylated Arenes Using Tertiary Amines

Rahul Subhash Talekar, Grace Shiahuy Chen, Shin-Yu Lai and Ji-Wang Chern*

*School of Pharmacy, College of Medicine, National Taiwan University, No. 1, Section 1, Jen-Ai Road, Taipei, Taiwan, ROC, Email: chernjwc.mc.ntu.edu.tw

R. S. Talekar, G. S. Chen, S.-Y. Lai, J.-W. Chern, J. Org. Chem., 2005, 70, 8590-8593.

DOI: 10.1021/jo051191x (free Supporting Information)


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Abstract

A mild, convenient, fast, and nonreductive deiodination is reported for ortho-iodo-hydroxylated arenes using pyridine, triethylamine, and N-methylmorpholine in the presence of water. The regioselectivity is discussed.

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proposed mechanism



Key Words

Dehalogenations


ID: J42-Y2005-1560