1236313-24-8Relevant articles and documents
Palladium-catalyzed phosphine-free direct C-H arylation of benzothiophenes and benzofurans involving MIDA boronates
Wang, Zhiwei,Li, Yabo,Yan, Beiqi,Huang, Mengmeng,Wu, Yangjie
supporting information, p. 531 - 536 (2015/03/04)
With high regioselectivity, a series of benzoheterocyclic compounds were synthesized via palladiium-catalyzed phosphine-free C-H arylation of benzothiophenes/benzofurans with aryl MIDA boronates at 30-50 °C in moderate to excellent yields. MIDA boronates were used in C-H arylation of heterocycles for the first time. Under the optimal conditions, the benzothiophenes could be transformed into the β-arylbenzothiophenes, and the benzofurans gave only α-aryl-substituted products.
Completely regioselective direct C-H functionalization of benzo[b]thiophenes using a simple heterogeneous catalyst
Tang, Dan-Tam D.,Collins, Karl D.,Glorius, Frank
supporting information, p. 7450 - 7453 (2013/06/27)
The first completely selective C3 C-H arylation of benzo[b]thiophenes is reported, demonstrating previously unexploited reactivity of palladium. Benzo[b]thiophenes are coupled with readily available aryl chlorides using a ligand-free, dual catalytic system of heterogeneous Pd/C and CuCl. The reaction is operationally simple and insensitive to air and moisture, and it provides valuable products with complete selectivity. Significant investigations into the nature of the active catalytic species and mechanistic considerations are discussed.
