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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 (free Supporting Information)


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, amides


ID: J42-Y2011-1760