4.4 Article

A convenient and efficient synthesis of C-carbamoyl-1,2,3-triazoles from alkyl bromide by a one-pot sequential addition: conversion of ester to amide using Zr(Ot-Bu)4

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 28, Pages 3691-3695

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.05.046

Keywords

One-pot sequence; C-Carbamoyl-1,2,3-triazole; Zirconium tert-butoxide; Microwave irradiation

Funding

  1. Korean Government (MOEHRD) [2007-331-C00156]
  2. Kwangwoon University
  3. National Research Foundation of Korea [2007-331-C00156] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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A convenient and efficient one-pot sequence has been developed for the synthesis of C-carbamoyl-1,2,3-triazoles from alkyl bromide using (i) sodium azide, (ii) methyl propiolate and copper iodide, and (iii) amines, zirconium tert-butoxide, and 1-hydroxybenzotriazole, under microwave irradiation. The sequential reactions in one-pot provided the desired C-carbamoyl-1,2,3-triazoles in excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.

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