Transition Metal-Free Synthesis of Carbo- and Heterocycles via Reaction of Alkynes with Organylchalcogenides

被引:14
作者
Zeni, Gilson [1 ]
Godoi, Benhur [2 ]
Jurinic, Carla K. [2 ]
Belladona, Andrei L. [1 ]
Schumacher, Ricardo F. [1 ]
机构
[1] Univ Fed Santa Maria, Dept Chem, BR-97105900 Santa Maria, RS, Brazil
[2] Fed Univ Fronteira, Programa Posgrad Ambiente & Tecnol Sustentaveis P, BR-97900000 Fronteira, RS, Brazil
关键词
diselenides; heterocycles; metal-free; alkynes; cyclization; ELECTROPHILIC CYCLIZATION; OXIDATIVE CYCLIZATION; PROMOTED CYCLIZATION; SELENIUM; DISULFIDES; DISELENIDES; ANTIOXIDANT; ANNULATION; CATALYSIS; ACCESS;
D O I
10.1002/tcr.202000152
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This manuscript intends to overview the most recent advances in the synthesis of carbo- and heterocycles through reactions of alkynes with organyl chalcogenides (S, Se, Te) under metal-free conditions. Firstly, the use of electrophilic chalcogenyl halides as a selective reagent for alkyne carbon-carbon triple bond activation will be presented. After that, radical cyclization protocols employing electrochemical oxidative conditions, light-induced photoredox catalysis, or mild oxidants with direct chalcogenyl group installation will be discussed accompanied by the proposed mechanisms.
引用
收藏
页码:2880 / 2895
页数:16
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