Ahern Benjamin N, Weix Daniel J
Department of Chemistry, University of Wisconsin-Madison, 1101 University Ave, Madison, Wisconsin 53706, United States.
Org Lett. 2025 Feb 7;27(5):1164-1169. doi: 10.1021/acs.orglett.4c04676. Epub 2025 Jan 24.
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-,,2-trimethyl-1-propenylamine as a mild, noninterfering halogenation reagent.
尽管烷基醇和芳基氯是交叉亲电偶联中两个最丰富的底物库，但将它们偶联的方法仍然有限。在此，我们展示了一种简单的方法，用于醇的原位脱氧氯化，然后与芳基氯进行交叉亲电偶联（XEC）。通过卤化物交换调节反应速率可以实现广泛的底物范围。成功的关键是鉴定出1-氯-2,2-三甲基-1-丙烯胺作为一种温和、无干扰的卤化试剂。
