Microwave assisted direct arylation of 1-benzyl-1,2,3-triazole

Sustainable protocols for direct C–H bond arylation of (hetero)arenes

“…Their synthetic approach was based on the direct C-H arylation of 1-benzyl-1,2,3-triazoles with functionalized aryl bromides in the presence of Pd (OAc) 2 /P(t-Bu) 3 -HBF 4 as the catalytic system, K 2 CO 3 as the base and DMF as the reaction solvent under microwave irradiation at 100 °C for 30 minutes. 350 Some examples of rhodium-catalyzed C2 regioselective direct C-H bond arylation of 4,5-diaryl-1H-imidazoles under microwave irradiation at 250 °C for 40 min were reported in 2006 by Ellman and co-workers. 351 Actually, despite the appealing use of microwave irradiation, the authors were not interested here in the development of a highly sustainable synthetic method, as demonstrated by the use of o-dichlorobenzene as the reaction medium.…”

Metal catalyzed C–H functionalization on triazole rings

“…After the development of cross-coupling reaction by Chunxiang Kuang and co-workers (2014) involving 1-benzyl-1,2,3-triazoles, Wei Liu et al in 2019 (ref. 17) gave microwave assisted efficient pathway for the direct arylation of 1-benzyl-1,2,3-triazole ( 1m ) using Ar-Br ( 2l ) in order to generate 1,5-disubstituted 1,2,3-triazoles ( 3m ) in 76–92% yield (Scheme 21).…”