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Synthesis 2004(15): 2459-2462  
DOI: 10.1055/s-2004-831214
PAPER
© Georg Thieme Verlag Stuttgart · New York

Poly[styrene(iodosodiacetate)]-Promoted Ring Expansion Reaction of 1-Alkynylcycloalkanols: A Novel Synthesis of (Z)-2-(1-Iodo-1-organyl)methylenecycloalkanones

Jiang-Min Chena,b, Xian Huang*a
a Department of Chemistry, Zhejiang University, Xixi Campus, Hangzhou 310028, P. R. China
b Department of Chemistry, Gannan Teacher College, Ganzhou 341000, P. R. China
e-Mail: huangx@mail.hz.zj.cn;
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Publication History

Received 17 May 2004
Publication Date:
16 September 2004 (online)

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Abstract

The ring expansion reaction of 1-alkynylcycloalkanols with poly[styrene(iodosodiacetate)] and iodine affords (Z)-2-(1-iodo-1-organyl)methylenecycloalkanones in moderate to good yields.

Key words - poly[styrene(iodosodiacetate)] - ring expansion - 1-alkynyl substituted tertiary alcohols - 2-(1-iodo-1-organyl)methylenecycloalkanones