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Visible‐Light‐Assisted Cobalt‐2‐(hydroxyimino)‐1‐phenylpropan‐1‐one Complex Catalyzed Pd/Cu‐Free Sonogashira–Hagihara Cross‐Coupling Reaction
Author(s) -
Song JinYi,
Zhou Xuan,
Song He,
Liu Yang,
Zhao HongYan,
Sun ZhiZhong,
Chu WenYi
Publication year - 2018
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201701253
Subject(s) - catalysis , sonogashira coupling , aryl , alkyne , cobalt , palladium , chemistry , substrate (aquarium) , ethylene glycol , coupling reaction , photochemistry , polymer chemistry , organic chemistry , alkyl , oceanography , geology
An effective and inexpensive strategy for the Co(C 9 H 9 NO 2 ) 3 catalyzed Sonogashira–Hagihara cross‐coupling reaction of aryl bromides containing electron‐rich and electron‐poor substituents with terminal alkynes was demonstrated. The reaction proceeded smoothly in the presence of ethylene glycol as additive and K 2 CO 3 as base in DMF under visible light illumination, and 23 alkyne products were afforded in moderate to excellent yields, including four new diaryl ethynes. Compared with the high‐cost palladium catalyst, cobalt is an inexpensive catalyst with a preponderance of technologized production, and the palladium/copper‐free catalytic system not only provided an efficient process with mild reaction conditions, but also enhanced the substrate group tolerance.