title: Synthesis of (Z)-3-aryloxy-acrylonitriles, (E)-3-aryloxy-acrylonitriles and 3-cyanobenzofurans through the sequential reactions of phenols with propiolonitriles.
abstract: A Na(2)CO(3)-promoted addition of phenols to propiolonitriles generated (Z)-3-aryloxy-acrylonitriles in nearly quantitative yields with exclusively Z-isomers, and a DABCO-promoted addition reaction of phenols with propiolonitriles afforded mainly (E)-3-aryloxy-acrylonitriles with high yields. The obtained (E)-3-aryloxy-acrylonitriles underwent intramolecular cyclization to give 3-cyanobenzofurans in good yields through palladium-catalyzed direct C-H bond functionalization.
authors: Department of Chemistry, Huaibei Normal University, Huaibei, Anhui, P R China.
authors: Wei
authors: W
authors: Zhou
authors: Yicheng
authors: Y
authors: Zhang
authors: Pinhua
authors: P
authors: Li
authors: Lei
authors: L
authors: Wang
mesh_terms: D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D009570:Nitriles / Q000138:chemical synthesis* / Q000737:chemistry; D010636:Phenols / Q000138:chemical synthesis / Q000737:chemistry*; D011422:Propionates / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D001572:Benzofurans; D009570:Nitriles; D010636:Phenols; D011422:Propionates