Metal-free synthesis of 1,1-dimethyl-2,2,2-trifluoroethyl substituted quinazolinones via tandem radical cyclization of quinazolin-4(3H)-ones with 3,3,3-trifluoro-2,2-dimethylpropanoic acid

被引:0
作者
Gao, Shenyuan [1 ]
Cai, Menglu [1 ]
Wang, Xiaozhong [1 ]
Jiang, Dapeng [1 ]
Lin, Pen [1 ]
Dai, Liyan [1 ]
机构
[1] Zhejiang Univ, Coll Chem & Biol Engn, Zhejiang Prov Key Lab Adv Chem Engn Manufacture Te, Hangzhou 310027, Peoples R China
关键词
TRIFLUOROMETHYLATION;
D O I
10.1039/d4ob00914b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A metal-free (NH4)(2)S2O8-mediated decarboxylative trifluoromethylation reaction of alkenes with 3,3,3-trifluoro-2,2-dimethylpropionic acid has been proposed. This method offers a novel route for the direct synthesis of a series of CMe2CF3-containing quinazolinones from basic chemical raw materials. The reaction mechanism was studied by a radical trapping test and DFT methods, verifying an oxidation-triggered cascade process promoted by the CMe2CF3 radicals. This strategy provides advantages such as high yield, wide substrate compatibility, and high atom economy.
引用
收藏
页码:6376 / 6384
页数:9
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