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- Title
Divergent Regio- and Stereoselective Gold-catalyzed Synthesis of α-Fluorosulfones and β-Fluorovinylsulfones from Alkynylsulfones.
- Authors
Zeng, Xiaojun; Liu, Shiwen; Hammond, Gerald B.; Xu, Bo
- Abstract
We developed a widely applicable, highly efficient synthesis of α-fluorosulfone and β-fluorovinylsulfone catalyzed by gold. Starting with alkynyl sulfone 1, an [Au]/HF/ N-oxide system gives α-fluorosulfone 3 via a gold carbene intermediate, and, if no N-oxide is used, direct addition of HF to 1 gives vinyl sulfone 4 via a vinylfluoro gold intermediate. Both methods have good functional group tolerance and the reactions can be conducted in ambient atmosphere.
- Subjects
STEREOSELECTIVE reactions; GOLD catalysts; SULFONES synthesis; INTERMEDIATES (Chemistry); FUNCTIONAL groups
- Publication
Chemistry - A European Journal, 2017, Vol 23, Issue 49, p11977
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201703179