7461-43-0Relevant articles and documents
Copper-Catalyzed Aerobic Oxidative Amidation of Benzyl Alcohols
Krabbe, Scott W.,Chan, Vincent S.,Franczyk, Thaddeus S.,Shekhar, Shashank,Napolitano, José G.,Presto, Carmina A.,Simanis, Justin A.
, p. 10688 - 10697 (2016/11/29)
A Cu-catalyzed synthesis of amides from alcohols and secondary amines using the oxygen in air as the terminal oxidant has been developed. The methodology is operationally simple requiring no high pressure equipment or handling of pure oxygen. The commercially available, nonprecious metal catalyst, Cu(phen)Cl2, in conjunction with di-tert-butyl hydrazine dicarboxylate and an inorganic base provides a variety of benzamides in moderate to excellent yields. The pKa of amine conjugate acid and electronics of alcohol were shown to impact the selection of base for optimal reactivity. A mechanism consistent with the observed reactivity trends, KIE, and Hammett study is proposed.
Palladium-catalyzed cross-coupling reaction of arylboronic acids with chloroformate or carbamoyl chloride
Duan, Ya-Zhen,Deng, Min-Zhi
, p. 355 - 357 (2007/10/03)
The first palladium-catalyzed cross-coupling reaction between substituted arylboronic acids and chloroformate or carbamoyl chloride is described. One-carbon homologation from arylboronic acids was achieved to give corresponding esters or amides in good yi
