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Palladium‐Catalyzed Regioselective Three‐Component Cascade Bisthiolation of Terminal Alkynes
Author(s) -
Li Jianxiao,
Li Can,
Ouyang Lu,
Li Chunsheng,
Yang Shaorong,
Wu Wanqing,
Jiang Huanfeng
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201701417
Subject(s) - chemistry , regioselectivity , palladium , catalysis , alkene , carbene , combinatorial chemistry , substrate (aquarium) , cascade , sulfide , potassium , alkyne , medicinal chemistry , organic chemistry , oceanography , chromatography , geology
Abstract An efficient and novel NHC(N‐heterocyclic carbene)‐palladium‐catalyzed three‐component cascade bisthiolation of terminal alkynes, K 2 S (potassium sulfide) and diaryliodonium salts for the assembly of functionalized ( Z )‐1,2‐bis(arylthio)alkene derivatives has been accomplished for the first time. This unique observation features a broad substrate scope, excellent functional‐group tolerance, and high regioselectivity. Especially, an arylthiolate anion from diaryliodonium salts and potassium sulfide was proposed as the key intermediate in the catalytic cycle.