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Photo‐Cross‐Coupling Reaction of Electron‐Rich Aryl Chlorides and Aryl Esters with Alkynes: A Metal‐Free Alkynylation
Author(s) -
Protti Stefano,
Fagi Maurizio,
Albini Angelo
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200501541
Subject(s) - aryl , sonogashira coupling , alkynylation , chemistry , halide , metal , coupling reaction , combinatorial chemistry , medicinal chemistry , palladium , photochemistry , organic chemistry , catalysis , alkyl
Photoheterolysis of aryl halides substituted with electron‐donating groups (EDGs) or aryl esters in 2,2,2‐trifluoroethanol (TFE) leads to phenyl cations, which can add to alkynes (see scheme, Tf=trifluoromethanesulfonyl). This reaction is an appealing metal‐free alternative to the (sila)‐Sonogashira reaction.