Chinese Journal of Organic Chemistry >
Visible-Light-Induced Preparation of Quinazolinones by Oxidation of Benzyl Alcohols in Water
Received date: 2020-07-09
Revised date: 2020-08-20
Online published: 2020-09-16
Supported by
the Natural Science Foundation of Fujian Province(2016Y9052); the Natural Science Foundation of Fujian Province(2016Y9053); the Natural Science Foundation of Fujian Province(2017J01820); the Natural Science Foundation of Fujian Province(FJNMP-201902); the Natural Science Foundation of Fujian Province(2017-1-64)
A novel visible-light-introduced reaction for the construction of quinazolinone derivatives via radical cyclization of 2-aminobenzamides with benzyl alochols under water phase has been developed. The reaction has been achieved in high yield under mild conditions by using I2 as photocatalyst, which is cheap, available and easy to handle. A variety of quinazolinones were obtained in yields up to 92%. It might provide a promising protocol for the synthesis of quinazolinone derivatives. Its application was performed by the synthesis of N-(2-fluoro-5-methylphenyl)-6-(2,2,2-trifluoroethoxy)pteridin-4-amine, which displayed significant inhibitory activity.
Key words： visible light; Iodine; quinazolinone; oxidant; catalyst
Fan Zhang , Huiqing Hou , Xiuzhi Xu , Zhitao Chen , Fang Ke . Visible-Light-Induced Preparation of Quinazolinones by Oxidation of Benzyl Alcohols in Water[J]. Chinese Journal of Organic Chemistry, 2021 , 41(2) : 833 -841 . DOI: 10.6023/cjoc202007027
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