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
View Original
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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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
![N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-beta-phenyl-L-phenylalanine structure](https://static.chemtradehub.com/structs/201/201484-50-6-c2fc.webp "N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-beta-phenyl-L-phenylalanine structure")
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-beta-phenyl-L-phenylalanine
CAS Number:
201484-50-6
Molecular Formula:
C30H25NO4
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