Liu Yanan, Choy Pui Ying, Tang Qiang, Wu Mengdi, Kong Yangzilin, Shang Yongjia, Kwong Fuk Yee, He Xinwei
Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials (State Key Laboratory Cultivation Base), College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241000, P. R. China.
Department of Chemistry and State Key Laboratory of Synthetic Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong 999077, P.R. China.
Org Lett. 2025 Aug 8;27(31):8405-8410. doi: 10.1021/acs.orglett.5c01856. Epub 2025 Jul 28.
The cyclopentachromene skeleton is a key structural motif in pharmaceutical and fluorescent materials. We here introduce a Pd-promoted double ring-closure strategy for tackling the modular synthesis of densely functionalized dihydrocyclopenta[]chromenes, which proceeds simply from two reaction partners with high diversity. This scheme features a reaction sequence beginning with 1,6-conjugate addition of -alkynyl quinone methide, followed by annulation and migratory insertion. This approach is compatible with functional groups, providing a streamlined pathway to access complex five-membered ring-fused chromenes.
环戊并色烯骨架是药物和荧光材料中的关键结构基序。我们在此介绍一种钯促进的双环闭合策略，用于解决密集官能化二氢环戊并[]色烯的模块化合成问题，该策略仅从具有高度多样性的两个反应伙伴出发即可简单实现。该方案的特点是反应序列始于炔基苯醌甲基化物的1,6-共轭加成，随后是环化和迁移插入。这种方法与官能团兼容，为获得复杂的五元环稠合色烯提供了一条简化途径。
