Synthesis of 1,2,3-Triazolyl-Based Ketoximes Using Calcium Carbide as an Acetylene Source

摘要

A novel method for the synthesis of 1,2,3-triazolyl-based ketoximes by directly using readily available calcium carbide as an acetylene source, (Z)-2-azido-1-arylethan-1-one oximes as starting materials, and copper(I) chloride as a catalyst is described. The method provides a simple route to (Z)-1-aryl-2-(1H-1,2,3-triazol-1-yl)ethan-1-one oximes in good to excellent yields through [3+2] cyclization. The salient features of this protocol are the direct use of easy-to-handle acetylene source, inexpensive catalyst, high yield and simple work-up procedures.