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Published on: August 16, 2018
TMSCN-Promoted Difunctionalization of Alkenes for the Synthesis of Alcohol Derivatives
Jiantao Zhang1,2, Renhua Su1, Weiming Zhu1
1College of Chemistry, Guangdong University of Petrochemical Technology, Guandu Road, Maoming 525000, P. R. China.
Abstract:
A TMSCN-promoted difunctionalization of styrenes with CHCl3 and TBHP is reported via the radical addition/cross coupling process. A wide range of dichloromethyl-substituted alcohol derivatives were synthesized under transition-metal-free conditions. Besides, this method is also applicable to unactive alkenes. The key to this success lies in the role of TMSCN, which prevents the reaction toward dichloromethylperoxylation of olefins. This represents an alternative approach for synthesizing diverse alcohol derivatives using readily available substrates, holding significant promise in the fields of pharmaceutical chemistry and natural product synthesis.
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