College of Chemistry & Chemical Engineering, Henan University of Technology, Academician Workstation for Natural Medicinal Chemistry of Henan Province, Zhengzhou 450001, China.
Molecules. 2023 May 27;28(11):4382. doi: 10.3390/molecules28114382.
Substituent-regulated cyclization of conjugated alkynes with acid catalysis was developed in this paper, and it provides a straightforward synthesis of cyclic-()-[3]dendralenes. Depending on the electronic effect of the aromatic ring pairing, a variety of phosphinyl quintuplet/hexa cyclo-[3]dendralenes with diverse substitution patterns are accessible, with good efficiency and high stereoselectivity. This self-cyclization process achieves the first precise construction of a phosphinylcyclo-()-[3]dendralene from conjugated alkynes to aromatization.
本文发展了酸催化下共轭炔烃的取代基调控环化反应,为环状[3]树枝状化合物的直接合成提供了一种新方法。根据芳环配对的电子效应,可高效高立体选择性地获得多种具有不同取代模式的膦基五圆环[3]树枝状化合物和六圆环[3]树枝状化合物。该自环化过程首次实现了从共轭炔烃到芳构化的精准构建膦基环状[3]树枝状化合物。