Photoredox-catalyzed synthesis of sulfonated oxazolines from N-allylamides through the insertion of sulfur dioxide

Literature Information

Publication Date 2021-11-30
DOI 10.1039/D1QO01540K
Impact Factor 5.281
Authors

Zhichao Chen, Hong Zhang, Shu-Feng Zhou, Xiuling Cui


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Abstract

Photoredox-catalyzed generation of sulfonated oxazolines starting from N-allylamides, DABCO·(SO2)2, and aryldiazonium salts has been developed. A range of sulfonated oxazolines were obtained in moderate to good yields. This transformation involves the sequential insertion of sulfur dioxide, intermolecular sulfonylation of alkenes and intramolecular cyclization via a radical process. This protocol features good compatibility of functional groups and mild reaction conditions. Sulfonated oxazolines could be efficiently transformed into β-amino alcohol, which is an important moiety in pharmaceuticals.

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