One-Pot Chlorination and Cross-Electrophile Coupling of Alcohols with Aryl Chlorides
Benjamin N Ahern1, Daniel J Weix1
1Department of Chemistry, University of Wisconsin-Madison, 1101 University Ave, Madison, Wisconsin 53706, United States.
Abstract:
Although alkyl alcohols and aryl chlorides are the two most abundant substrate pools for cross-electrophile coupling, methods to couple them remain limited. Herein we demonstrate a simple procedure for the in situ deoxychlorination of alcohols followed by XEC with aryl chlorides. A broad substrate scope can be achieved by tuning the rate of the reaction via halide exchange. Key to success is the identification of 1-chloro-N,N,2-trimethyl-1-propenylamine as a mild, noninterfering halogenation reagent.
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