Rh(III)-Catalyzed Regioselective Alkyne Insertion in the Context of C-H Activation and Lactonization Reactions: Synthesis of Fused 1,2-Oxaphospholenes

被引:1
作者
Yang, Yingying [1 ]
Chen, Menghan [1 ]
Xuan, Qingqing [1 ]
Xu, Jian [1 ]
Song, Qiuling [1 ,2 ,3 ]
机构
[1] Huaqiao Univ, Inst Next Generat Matter Transformat, Coll Mat Sci Engn, Xiamen 361021, Fujian, Peoples R China
[2] Fujian Prov Univ, Fuzhou Univ, Key Lab Mol Synth & Funct Discovery, Coll Chem, Fuzhou 350108, Fujian, Peoples R China
[3] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
1,2-ALLENYL PHOSPHONIC-ACIDS; CYCLIC PHOSPHATIDIC-ACID; LYSOPHOSPHATIDIC ACID; CYCLIZATION; INHIBITION; MONOESTERS; ANALOGS; PHYLPA;
D O I
10.1021/acs.orglett.4c02794
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we report an expedient synthesis of fused phosphorus-containing heterocycles via Rh-catalyzed cascade C-H activation, alkyne insertion, and lactonization reactions. The substrate scope and the group tolerance are good, as various substituted benzoic acids, N-methoxybenzamides, and 2-phenylindoles could go through the reactions smoothly to afford the corresponding products in moderate to high yields. Additionally, excellent regioselectivities are shown in the alkyne insertion with the assistance of an electron-withdrawing phosphonate group.
引用
收藏
页码:7683 / 7687
页数:5
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