Iron(II)-Catalyzed Amidation of Aldehydes with Iminoiodinanes at Room Temperature and under Microwave-Assisted Conditions
Thi My Uyen Ton, Ciputra Tejo, Stefani Tania, Joyce Wei Wei Chang and Philip Wai Hong Chan*
*Division of Chemistry and Biological Chemistry, School of
Physical and Mathematical Sciences, Nanyang Technological University, Singapore
637371, Singapore, Email: waihongntu.edu.sg
T. M. U. Ton, C. Tejo, S. Tania, J. W. W. Chang, P. W. H. Chan, J. Org. Chem., 2011, 76, 4894-4904.
DOI: 10.1021/jo200284a
Abstract
The use of PhI=NTs/PhI=NNs as the nitrogen source in the presence of inexpensive iron(II) chloride + pyridine as the in situ formed precatalyst enables amidation of aldehydes under mild conditions at room temperature or microwave assisted conditions. The protocol is operationally straightforward and accomplished in good product yields and with complete chemoselectivity.
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Key Words
sulfonamides, oxidative amidation
ID: J42-Y2011-1760