A Divergent Synthesis of Spiroindenes via Ligand-Controlled [3+2]/[4+2] Cycloadditions of Zwitterionic π-Propargyl Palladium Species with Benzofulvenes

被引：0
作者：
Long, Yongjie [1 ]
Zhong, Xianhua [1 ]
Shi, Min [1 ]
Wei, Yin [1 ]
机构：
[1] Chinese Acad Sci, Univ Chinese Acad Sci, Shanghai Inst Organ Chem, Ctr Excellence Mol Synth,State Key Lab Organometal, 345 Lingling Rd, Shanghai 200032, Peoples R China
来源：
CHINESE JOURNAL OF CHEMISTRY | 2025年
基金：
中国国家自然科学基金;
关键词：
Zwitterions; Palladium catalyzed; Divergent synthesis; Ligand control; Spiro compounds; pi-Propargyl palladium species; Annulation; NATURAL-PRODUCTS; SCAFFOLDS;
D O I：
10.1002/cjoc.202401301
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A divergent synthesis of spiroindenes through a palladium catalyzed cycloaddition between zwitterionic pi-propargyl palladium species and benzofulvenes in moderate to good yields has been disclosed along with good functional group compatibility and a broad substrate universality. This protocol features a highly regioselective switchable process between [3+2] and [4+2] cycloadditions controlled by phosphine ligands with different bite angles. The reaction mechanism has been clarified by mechanistic studies and DFT calculations, rendering that the coordination modes of the ligands with the substrates and the bite angle of the ligands play critical roles in the product regioselectivity.
引用
收藏
页码：1181 / 1189
页数：9
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