DDQ-mediated direct oxidative coupling of amides with benzylic and allylic sp 3 C–H bonds under metal-free conditions
D Ramesh, U Ramulu, K Mukkanti, Y Venkateswarlu
Index: Ramesh; Ramulu; Mukkanti; Venkateswarlu Tetrahedron Letters, 2012 , vol. 53, # 23 p. 2904 - 2908
Full Text: HTML
Citation Number: 12
Abstract
A simple and efficient method for the direct oxidative coupling of amides with benzylic and allylic sp3 C–H bonds using DDQ as an oxidant is described. A range of amides including benzamide, benzyl carbamate, and substituted sulfonamides reacted efficiently with various benzylic and allylic substrates under metal free conditions to afford amidation products in good to excellent yields.
Related Articles:
Calcium??Catalyzed Direct Amination of π??Activated Alcohols
[Haubenreisser, Stefan; Niggemann, Meike Advanced Synthesis and Catalysis, 2011 , vol. 353, # 2-3 p. 469 - 474]
[Li, Hai-Hua; Dong, De-Jun; Tian, Shi-Kai European Journal of Organic Chemistry, 2008 , # 21 p. 3623 - 3626]
Chemo-and diastereoselective cyclopropanation of allylic amines and carbamates
[Csatayova, Kristina; Davies, Stephen G.; Lee, James A.; Ling, Kenneth B.; Roberts, Paul M.; Russell, Angela J.; Thomson, James E. Tetrahedron, 2010 , vol. 66, # 43 p. 8420 - 8440]
[Rigaudy, J.; Lytwyn, E.; Wallach, P.; Cuong, Nguyen Kim Tetrahedron Letters, 1980 , vol. 21, p. 3367 - 3370]