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Acid-Free, Aminoborane-Mediated Ugi-Type Reaction Leading to General Utilization of Secondary Amines

Yusuke Tanaka, Tomoaki Hasui and Michinori Suginome*

*Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Kyoto 615-8510, Japan, Email: suginomesbchem.kyoto-u.ac.jp

Y. Tanaka, T. Hasui, M. Suginome, Org. Lett., 2007, 9, 4407-4410.

DOI: 10.1021/ol701570c (free Supporting Information)


Abstract

Various secondary amines can be used in a nonacidic chemoselective Ugi reaction with an aminoborane as an iminium ion generator. Aldehydes, secondary amines, and isocyanides are coupled at room temperature, giving the corresponding α-amino amides in good yields.

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Key Words

Ugi Reaction, Multicomponent Reactions


ID: J54-Y2007-3300