Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER) , Balanagar, Hyderabad 500037, India.
J Org Chem. 2017 Jul 21;82(14):7332-7345. doi: 10.1021/acs.joc.7b00950. Epub 2017 Jul 5.
A novel vanadium-catalyzed one-pot domino reaction of 1,2-diketones with amidines has been identified that enables their transformation into imides and amides. The reaction proceeds by dual acylation of amidines via oxidative C(CO)-C(CO) bond cleavage of 1,2-diketones to afford N,N'-diaroyl-N-arylbenzamidine intermediates. In the reaction, these intermediates are easily hydrolyzed into imides and amides through vanadium catalysis. This method provides a practical, simple, and mild synthetic approach to access a variety of imides as well as amides in high yields. Moreover, one-step construction of imide and amide bonds with a long-chain alkyl group is an attractive feature of this protocol.
一种新型的钒催化 1,2-二酮与脒的一锅多组分反应被发现，该反应可以将 1,2-二酮转化为酰亚胺和酰胺。该反应通过 1,2-二酮的氧化 C(CO)-C(CO)键断裂对脒进行双重酰化，从而得到 N,N'-二芳酰基-N-芳基苯甲脒中间体。在反应中，这些中间体在钒催化下很容易水解成酰亚胺和酰胺。该方法为获得各种酰亚胺和酰胺提供了一种实用、简单和温和的合成方法，产率高。此外，用长链烷基一步构建酰亚胺和酰胺键是该方案的一个吸引人的特点。
