Cross-dehydrogenative coupling of ethers and amides with tautomerizable quinazolinones and mechanistic studies
Cross-dehydrogenative coupling of ethers and amides with tautomerizable quinazolinones and mechanistic studies
复制标题
醚和酰胺与可互变喹唑啉酮的交叉脱氢偶联及机理研究
DOI：
10.1039/d2ob00874b
复制
发表时间：
2022
影响因子：
3.2
通讯作者：
Lakshman, Mahesh K.
中科院分区：
文献类型：
--
作者：
Sebastian, Dellamol;Willoughby, Patrick H.;Lakshman, Mahesh K.
以n-Bu_4 NI和t-BuOOH为氧化剂，通过交叉偶联反应合成了4（3 H）-喹唑啉酮与醚和酰胺的烷基化反应。与酰胺的反应代表了在这种条件下的第一个实施例。通过质子和氘反应物的分子间和分子内竞争实验，以及自由基抑制实验的研究，提供了机理的见解。此外，通过与4（3 H）-喹唑啉酮的成对竞争，获得了醚的相对反应性的理解。
Cross-dehydrogenative coupling reactions have been utilized to alkylate 4(3H)-quinazolinones with ethers and amides, using catalytic n-Bu4NI and t-BuOOH as oxidants. The reactions with amides represent the first examples under such conditions. Studies via 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(3H)-quinazolinone.