TY - JOUR AU - Matsuda, Takanori AU - Abe, Shinya AU - Ito, Hirotaka AU - Tsuboi, Tomoya AU - Kirikae, Haruki AU - Murakami, Masahiro PY - 2018/12/19 Y2 - 2024/03/28 TI - Synthesis of Fused and Linked Benzofurans from 2-Alkynylphenol Derivatives through Rhodium(I)-catalyzed Domino-type Addition Reactions JF - CHIMIA JA - Chimia VL - 72 IS - 12 SE - Scientific Articles DO - 10.2533/chimia.2018.888 UR - https://www.chimia.ch/chimia/article/view/2018_888 SP - 888 AB - A rhodium(I)-catalyzed domino-type sequential 5-endo/5-exo cyclization reaction of [(2-acylphenyl) ethynyl]phenols produces indene/benzofuran-fused alcohols. A moderate asymmetric induction is observed when chiral diphosphine ligands are used for rhodium. Indene/indole-fused compounds are synthesized by a similar reaction of [(2-acetylphenyl)ethynyl]anilines. The domino-type 5-endo/5-exo cyclization reaction is extended to substrates having two phenolic hydroxy groups. A linearly-fused array of five- and six-membered rings is constructed. Fused and linked benzofurans possessing 2-cyanoethyl side chains are also synthesized through sequential formation of C–O and C–C bonds. ER -