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Trapping of Azidocarbenium Ion: A Unique Route for Azide Synthesis

Suman Pramanik and Prasanta Ghorai*

*Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Indore By-pass Road, Bhauri, Bhopal 462066, India, Email:

S. Pramanik, P. Ghorai, Org. Lett., 2014, 16, 2104-2107.

DOI: 10.1021/ol5008235 (free Supporting Information)

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The sensitive azidocarbenium ion intermediate can be trapped with various nucleophiles to provide azides in excellent chemoselectivity. The method enables the chemoselective synthesis of primary and secondary benzyl azides from aldehydes in a one-pot reaction.

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Key Words

benzyl azides, triethylsilane

ID: J54-Y2014