Nickel-Catalyzed Decarbonylative Amination of Carboxylic Acid Esters.
Nickel-Catalyzed Decarbonylative Amination of Carboxylic Acid Esters.
复制标题
DOI：
10.1021/jacs.9b13531
复制
发表时间：
2020-04-01
影响因子：
15
通讯作者：
Sanford MS
中科院分区：
文献类型：
--
作者：
Malapit CA;Borrell M;Milbauer MW;Brigham CE;Sanford MS
羧酸衍生物与胺形成酰胺键的反应是近一个世纪以来有机合成中应用最广泛的转化。它的效用是由广泛的起始材料的可用性以及酰胺键形成的动力学和热力学驱动力驱动的。因此，发明羧酸衍生物和胺之间的新反应，从策略上偏离酰胺键的形成，对合成化学家来说既是挑战也是机遇。本报告描述了镍催化脱碳反应的发展，该反应将（杂）芳酯与广泛的胺偶联形成（杂）芳胺产物。这种转变的成功实现是基于交叉偶联伙伴（苯酚酯和硅胺）的战略设计，以防止形成惰性酰胺副产物的常规反应性。
The reaction of carboxylic acid derivatives with amines to form amide bonds has been the most widely used transformation in organic synthesis over the past century. Its utility is driven by the broad availability of the starting materials as well as the kinetic and thermodynamic driving force for amide bond formation. As such, the invention of new reactions between carboxylic acid derivatives and amines that strategically deviate from amide bond formation remains both a challenge and an opportunity for synthetic chemists. This report describes the development of a nickel-catalyzed decarbonylative reaction that couples (hetero)aromatic esters with a broad scope of amines to form (hetero)aryl amine products. The successful realization of this transformation was predicated on strategic design of the cross-coupling partners (phenol esters and silyl amines) to preclude conventional reactivity that forms inert amide by-products.
登录
查看更多内容
影响因子：
5.2
作者：
Malapit CA;Caldwell DR;Sassu N;Milbin S;Howell AR
通讯作者：
Howell AR
影响因子：
16.6
作者：
Ben Halima, Taoufik;Masson-Makdissi, Jeanne;Newman, Stephen G.
通讯作者：
Newman, Stephen G.
影响因子：
15
作者：
Ben Halima, Taoufik;Zhang, Wanying;Newman, Stephen G.
通讯作者：
Newman, Stephen G.
影响因子：
15
作者：
Dennis JM;White NA;Liu RY;Buchwald SL
通讯作者：
Buchwald SL
影响因子：
12.9
作者：
Dennis, Joseph M.;White, Nicholas A.;Buchwald, Stephen L.
通讯作者：
Buchwald, Stephen L.