General and practical intramolecular decarbonylative coupling of thioesters via palladium catalysis
- 4 February 2021
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Organic Chemistry Frontiers
- Vol. 8 (7), 1587-1592
- https://doi.org/10.1039/d0qo01576h
Abstract
We report a general and practical palladium-catalyzed intramolecular decarbonylative coupling of thioesters via C–S bond cleavage, decarbonylation and C–S bond reformation. This robust approach shows excellent functional group tolerance and broad substrate scope using a commercially available, cheap, and practical Pd(OAc)2 catalyst and phosphine ligands. This strategy operates under base-free conditions. The catalytic system represents the simplest method for intramolecular decarbonylation of thioesters by palladium catalysis reported to date. This versatile protocol is readily performed on a gram scale and applied in late-stage drug derivatization.Keywords
Funding Information
- Zaozhuang University
- National Science Foundation (CAREER CHE-1650766)
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