A Concise Synthesis of 2,4-Disubstituted Pyridines: A Convenient Synthesis of 2-Bromo-4-iodopyridine via Halogen Dance and Its Successive One-Pot Disubstitutions

Xin-Fang Duan; Xiang-Hong Li; Fu-You Li; Chun-Hui Huang

doi:10.1055/s-2004-831259

SHORTPAPER

A Concise Synthesis of 2,4-Disubstituted Pyridines: A Convenient Synthesis of 2-Bromo-4-iodopyridine via Halogen Dance and Its Successive One-Pot Disubstitutions

Xin-Fang Duan*^a, Xiang-Hong Li^a, Fu-You Li^b, Chun-Hui Huang^b
^a Department of Chemistry, Beijing Normal University, Beijing, 100875, P. R. China
Fax: +86(010)62206640; e-Mail: xinfangduan@vip.163.com;
^b Institute of Advanced Materials, Fudan University, Shanghai, 200433, P. R. China

Abstract

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Abstract

As a key building block for 2,4-disubstituted pyridines, 2-bromo-4-iodopyridine was synthesized conveniently from 2-bromopyridine using LDA and I₂ via ‘halogen dance’. 2-Bromo-4-iodopyridine was then converted to other 2,4-diaryl pyridines and 4-aryl-2,2′-bipyridines in one-pot reactions.

Key words

halogen dance - 2-bromo-4-iodo- pyridine - 2,4-disubstituted pyridine - bipyridine

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