Work

Intermolecular Phosphite-Mediated Radical Desulfurative Alkene Alkylation Using Thiols

Year: 2019

Type: article

Abstract: We report herein the development of a S atom transfer process using triethyl phosphite as the S atom acceptor that allows thiols to serve as precursors of C-centered radicals. A range of functionalized and electronically unbiased alkenes including those containing common heteroatom-based functional groups readily participate in this reductive coupling. This process is driven by the exchange of relatively weak S-H and C-S bonds of aliphatic thiols for C-H, C-C, and S-P bonds of the products formed.

Source: Organic Letters

DOI: 10.1021/acs.orglett.9b03018

Authors: John M. Lopp, Valerie A. Schmidt

Institution: University of California San Diego

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $5,000

Funder: University of California, San Diego