☆ 4.8 Article

Radical Deoxychlorination of Cesium Oxalates for the Synthesis of Alkyl Chlorides

ORGANIC LETTERS (2018)

期刊

ORGANIC LETTERS

卷 20, 期 16, 页码 4912-4916

出版社

AMER CHEMICAL SOC

DOI: 10.1021/acs.orglett.8b02045

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类别

Chemistry, Organic

资金

National Science Foundation [DGE-1144469]
NSF [CAREER-1057143]

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Reagent

摘要

A radical deoxychlorination of cesium oxalates has been developed for the preparation of hindered secondary and tertiary alkyl chlorides. The reaction tolerates a number of functional groups, including ketones, alcohols, and amides, and provides complementary reactivity to standard deoxychlorination reactions proceeding by heterolytic mechanisms. Preliminary studies demonstrate that the developed conditions can also be applied to deoxybromination and deoxyfluorination reactions.

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