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- Title
Sulfoxonium Ylides as Carbene Precursors in Rhodium‐Catalyzed Sommelet‐Hauser Rearrangement for the Synthesis of S/Se‐Containing Compounds.
- Authors
Luo, Cankun; Lin, Zhiqian; Hao, Yingdi; Jia, Pengfei; Lai, Ruizhi; Guo, Li; Yao, Yuan; Wu, Yong
- Abstract
Rhodium‐catalyzed Sommelet‐Hauser rearrangement derived from α‐thioesters/α‐selenoesters and sulfoxonium ylides has been developed for the synthesis of various sulfur/selenium‐containing ortho‐substituted aromatic compounds in medium to excellent yields (39 examples; up to 97 %). Sulfoxonium ylides as the safe carbene precursors are firstly used in Sommelet‐Hauser rearrangement reactions, which is superior to traditional diazo compounds. The present reaction has the advantages of mild condition, safety and broad substrate scope, which afford a unique method for the synthesis of sulfur/selenium‐containing compounds with a tertiary carbon center.
- Subjects
YLIDES; REARRANGEMENTS (Chemistry); AROMATIC compounds; CARBON compounds; RHODIUM compounds; DIAZO compounds
- Publication
European Journal of Organic Chemistry, 2023, Vol 26, Issue 43, p1
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.202300690