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Palladium Catalyzed Electrophilic C2‐Arylation of Azoles by Aryltriazenes in Ionic Liquid Promoted by Acidic Ionic Liquid
Author(s) -
Sutar Suraj M.,
Savanur Hemantkumar M.,
Patil Chidanand,
Prabhala Pavankumar,
Aridoss Gopalakrishnan,
Kalkhambkar Rajesh G.
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202002854
Subject(s) - ionic liquid , benzothiazole , benzimidazole , benzoxazole , chemistry , azole , catalysis , palladium , electrophile , aryl , solvent , combinatorial chemistry , medicinal chemistry , ionic bonding , organic chemistry , antifungal , alkyl , ion , medicine , dermatology
A green C−H bond activation of azole based bio‐pertinent substrates such as benzoxazole, benzothiazole, benzimidazole are accomplished using readily prepared 1‐aryltriazenes as arylating agent. Under an optimized condition employing Pd(OAc) 2 and CuI in either hydrophilic [Bmim][BF 4 ] or hydrophobic [Bmim][PF 6 ] IL medium with [BMIM(SO 3 H)][OTf] as a promoter, these arylation reactions proceeded smoothly to afford 2‐aryl substituted azoles in acceptable to better yields besides noticeable functional group tolerance. The prospective for recovery and re‐use of ionic liquid solvent is demonstrated.