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Direct C–H Arylation of Heteroarenes with Aryl Chlorides by Using an Abnormal N‐Heterocyclic‐Carbene–Palladium Catalyst
Author(s) -
Ahmed Jasimuddin,
Sau Samaresh Chandra,
P Sreejyothi,
Hota Pradip Kumar,
Vardhanapu Pavan K.,
Vijaykumar Gonela,
Mandal Swadhin K.
Publication year - 2017
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.201601218
Subject(s) - chemistry , aryl , catalysis , furfural , furan , thiophene , carbene , palladium , combinatorial chemistry , organic chemistry , chloride , medicinal chemistry , alkyl
Herein, we report a versatile catalytic system for the direct C–H arylation of heteroarenes with activated aryl chloride substrates. The catalyst works successfully for a variety of heteroarenes and aryl chloride coupling partners under very low catalyst‐loading conditions. We have successfully performed the direct C–H arylations of 1‐methylpyrrole, 1‐methylindole, furan, thiophene, furfural, and N ‐benzyl‐1,2,3‐triazole with aryl chloride partners in good yields without the use of any additives. Furthermore, we used this catalytic process to develop a one‐pot synthetic protocol for the muscle relaxant dantrolene on a gram scale. Additionally, the present catalytic system can be used to perform consecutive arylations in one pot.