Selective Carbonyl Propargylation Mediated by SnCl2/NiCl2-KI in Water

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Contents Vol 58(8)

doi:10.1071/CH05091

Selective Carbonyl Propargylation Mediated by SnCl₂/NiCl₂-KI in Water

Jun Wang ^A, Xiao-Peng Miao ^A, Gu Yuan ^A ^B

^A Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Department of Chemical Biology, College of Chemistry, Peking University, Beijing 100871, China.
^B Corresponding author. Email: guyuan@pku.edu.cn





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Australian Journal of Chemistry 58(8) 611–614 http://dx.doi.org/10.1071/CH05091
Submitted: 20 April 2005 Accepted: 25 July 2005 Published online: 31 August 2005

Abstract

Propargylation of carbonyl compounds to produce homopropargylic alcohols plays a very important role in synthetic organic and pharmaceutical chemistry. A novel method that carbonyl compounds and propargyl halide were mediated by SnCl₂/NiCl₂-KI in water at room temperature was developed by us to successfully synthesize homopropargylic alcohols in good yields. The reactions were carried out in an environmentally friendly solution and under mild conditions.