Thermoinduced Radical Cyclization for the Synthesis of Sultines

作者:Zhu, Zhiming; Deng, Zhengxi; Xuan, Chenglong; Shu, Chao*
来源:Organic Letters, 2023, 26(1): 406-410.
DOI:10.1021/acs.orglett.3c04099

摘要

A thermoinduced radical homolytic substitution cyclization of alkenyl tethered sulfinate esters was displayed under mild metal-free conditions, enabling the functionalization of alkenes and leading to structurally diverse value-added sultine products. The process utilizes readily available substrates using inexpensive 5% benzoyl peroxide (BPO) as an initiator to generate functionalized sultines with broad functional group tolerance in medium to excellent yields in a highly atom-economical manner. In addition, the obtained sultines could be further readily functionalized toward valuable sultone frameworks in one pot. A thermo-catalytic radical chain process was proposed based on mechanistic studies.

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