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One-Pot, Metal- and Azide-Free Synthesis of 1,2,3-Triazoles from α-Ketoacetals and Amines

Luke R. Zehnder, Joel M. Hawkins, Scott C. Sutton*

*Oncology Chemistry, Pfizer Medicine Design, 10770 Science Center Drive, San Diego, CA 92121, USA, Email: scott.suttonpfizer.com

L. R. Zehnder, J. M. Hawkins, S. C. Sutton, Synlett, 2020, 31, 175-178.

DOI: 10.1055/s-0039-1691526 (free Supporting Information)


Abstract

An efficient one-pot two-step synthesis of 1,4-disubstituted 1,2,3-triazoles from α-ketoacetals and amines does not use metals, azides, or oxidants, and tolerates a broad range of functional groups, including heterocycles, esters, nitriles, and carbamates.

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Key Words

triazoles, ketoacetals, 1,2,3-triazoles, metal-free, azide-free, one-pot synthesis, Sakai reaction


ID: J72-Y2020