Visible-Light Mediated Metal-free Synthesis of 3-Bromo Coumarins Using In situ Generated Transient Non-Symmetric Bromoiodanes

被引:2
|
作者
Monika [1 ]
Bajya, Kalu Ram K. [2 ]
Gupta, Manoj K. [1 ]
Selvakumar, Sermadurai [2 ]
机构
[1] Cent Univ Haryana, Sch Basic Sci, Dept Chem, Mahendergarh 123031, Haryana, India
[2] Indian Inst Technol Indore, Dept Chem, Indore 453552, Madhya Pradesh, India
来源
CHEMISTRYSELECT | 2023年 / 8卷 / 22期
关键词
Bromocyclization; Hypervalent iodine reagent; Photolysis; Radicals; Visible light; C-H FUNCTIONALIZATION; ARYL ALKYNOATES; RADICAL CYCLIZATION; N-IODOSUCCINIMIDE; DERIVATIVES; EFFICIENT; PHENOLS; ACIDS; REAGENT; 3-BROMOCOUMARINS;
D O I
10.1002/slct.202300496
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report herein the in situ generated transient non-symmetric bromoiodanes promoted regioselective intramolecular halocyclization of alkynoates for the first time under visible light irradiation enables the formation of 4-aryl-3-bromocoumarin derivatives. Using this protocol, a broad range of valuable brominated coumarins can be synthesized in moderate to excellent yield using simple household CFL bulb as light source under photocatalyst free condition. In addition, preliminary control studies were conducted to gain more insights to propose the plausible reaction mechanism.
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页数:6
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