Department of Chemistry and Biochemistry, The City College of New York, 160 Convent Avenue, New York, NY 10031, USA.
The Ph.D. Program in Chemistry, The Graduate Center of the City University of New York, New York, NY 10016, USA.
Org Biomol Chem. 2022 Jul 27;20(29):5735-5746. doi: 10.1039/d2ob00874b.
Cross-dehydrogenative coupling reactions have been utilized to alkylate 4(3)-quinazolinones with ethers and amides, using catalytic -BuNI and -BuOOH as oxidants. The reactions with amides represent the first examples under such conditions. Studies inter- and intramolecular competitive experiments with protio and deuterio reactants, as well as radical inhibition experiments, provided mechanistic insight. Also, an understanding of the relative reactivities of ethers was obtained by pairwise competitions with 4(3)-quinazolinone.
交叉脱氢偶联反应已被用于用醚和酰胺烷基化 4(3)-喹唑啉酮，使用催化 -BuNI 和 -BuOOH 作为氧化剂。酰胺的反应是此类条件下的首例。与质子和氘代反应物进行的中间体和分子内竞争实验以及自由基抑制实验提供了对反应机理的深入了解。此外，通过与 4(3)-喹唑啉酮的成对竞争获得了对醚相对反应性的理解。
