文献类型：期刊文献

英文题名：Facile and direct synthesis of 1-phenyl-substituted β-benzofused oxygen heterocycles from benzoxaboroles and salicylaldehydes under amine catalysis

作者：Yang, Xiaoning[1];Wu, Shuyan[1];Wang, Jiayi[1];Peng, Yanqing[1];Song, Gonghua[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China

年份：2026

外文期刊名：NEW JOURNAL OF CHEMISTRY

收录：;EI(收录号：20262020704753);WOS:【SCI-EXPANDED(收录号:WOS:001762933000001)】；

基金：Financial support for this study from Science and Technology Commission of Shanghai Municipality (Grant No. YDZX20253100001003) is gratefully acknowledged.

语种：英文

外文关键词：Catalysis - Cyclization - Oxygen - Scaffolds - Substitution reactions - Synthesis (chemical)

摘要：A facile and metal-free approach for the construction of structurally diverse 1-phenyl-substituted beta-benzofused oxygen heterocycles is described. This method employs stable benzoxaboroles, salicylaldehydes, and a catalytic amount of amine to deliver biologically relevant 1-phenyl-substituted beta-benzofused oxygen heterocycle scaffolds under mild conditions. The reaction proceeds via a tetracoordinate borate intermediate with a catalytic amount of amine through intramolecular cyclization. The method exhibits broad functional group compatibility and accommodates five-, six-, and seven-membered benzoxaborole homologues, providing unified access to 1-phenyl-substituted beta-benzofused oxygen heterocycles encompassing 1,3-dihydroisobenzofuran, isochroman, and benzoxepine frameworks. The synthetic utility is further underscored by a concise derivatization to a complex tetracyclic polycycle. This work establishes a practical platform for accessing challenging 1-phenyl-substituted beta-benzofused oxygen heterocycles that would otherwise be difficult to obtain.