A Metal-Free Photochemical Atom Transfer Radical Addition of CBr4 onto Alkenes as a Key Step for Their Conversion to Propargylamines

被引:1
|
作者
Kontara, Iliana I. [1 ]
Panagiotari, Vasiliki A. [1 ]
Mountanea, Olga G. [1 ]
Mantzourani, Christiana [1 ]
Gkizis, Petros L. [1 ]
Kokotos, George [1 ]
机构
[1] Natl & Kapodistrian Univ Athens, Dept Chem, Lab Organ Chem, Athens 15771, Greece
关键词
Photochemistry; ATRA; Green chemistry; Propargylamines; Alkenes; CARBON TETRABROMIDE; COUPLING REACTION; ALDEHYDES; CATALYST; AMINES; ROUTE; ACIDS;
D O I
10.1002/ejoc.202400733
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alpha green and sustainable metal-free photochemical protocol for the atom transfer radical addition (ATRA) of carbon tetrabromide onto alkenes was developed. Phenylglyoxylic acid was employed as the photoinitiator to promote the water-mediated anti-Markovnikov photochemical addition. A vast variety of alkenes was employed successfully, providing the corresponding products in good to high yields with excellent regioselectivity. The photochemical protocol found an application towards the three-step synthesis of secondary or tertiary propargylamines starting from alkenes.
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页数:6
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