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Palladium‐Catalyzed Decarbonylative Thioetherification of 2‐Pyridyl Thioesters
Author(s) -
Wang ShihFang,
Li ChaoEn,
Liu YouChen,
Mallikarjuna Reddy Daggula,
Sidick Basha R.,
Park Jin Kyu,
Lee Sunwoo,
Lee ChinFa
Publication year - 2020
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202000429
Subject(s) - chemistry , catalysis , palladium , intramolecular force , ligand (biochemistry) , aryl , alkyl , thiophene , decarbonylation , combinatorial chemistry , medicinal chemistry , organic chemistry , biochemistry , receptor
An efficient palladium‐catalyzed intramolecular decarbonylative thioetherification of 2‐pyridyl thioesters to furnish 2‐pyridyl aryl or alkyl thioethers is reported. Notably, PdCl 2 /PPh 3 is found to be an effective catalytic system for decarbonylative thioetherification of 2‐pyridyl thioesters and is compatible under elevated temperature and strong basic conditions. This unique strategy is simple in operation and practice, uses a cheap metal‐ligand catalytic system, affords the products in high yields, and has high functional group tolerance. In addition, other heterocyclic thioesters such as fur‐2‐yl, thiophene‐2‐yl, quinolin‐2‐yl and isoquinolin‐1‐yl thioesters are also consistent under the optimized reaction conditions.