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1‐Aryltriazenes in the Suzuki, Heck, and Sonogashira Reactions in Imidazolium‐ILs, with [BMIM(SO 3 H)][OTf] or Sc(OTf) 3 as Promoter, and Pd(OAc) 2 or NiCl 2 ·glyme as Catalyst
Author(s) -
Sutar Suraj M.,
Savanur Hemantkumar M.,
Malunavar Shruti S.,
Prabhala Pavankumar,
Kalkhambkar Rajesh G.,
Laali Kenneth K.
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901070
Subject(s) - chemistry , aryl , sonogashira coupling , heck reaction , catalysis , palladium , organic chemistry , suzuki reaction , solvent , alkyl , combinatorial chemistry , medicinal chemistry
1‐Aryltriazenes, the protected and more stable form of aryl‐diazonium species, can be conveniently unmasked with Brønsted acidic‐IL or Sc(OTf) 3 and coupled with a host of aryl/heteroaryl boronic acids, styrenes, and aryl/alkyl acetylenes in the Suzuki, Heck and Sonogashira reactions in one‐pot and in respectable isolated yields, by using palladium or nickel catalyst in readily available imidazolium ILs as solvent, under mild conditions. The scope of these reactions are explored, and the potential for recovery/reuse of the IL solvent is also addressed.