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Synthesis of 1,2,3‐Triazolyl‐Based Ketoximes Using Calcium Carbide as an Acetylene Source
Author(s) -
Lu Hao,
Li Zheng
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901712
Subject(s) - acetylene , chemistry , calcium carbide , catalysis , yield (engineering) , aryl , combinatorial chemistry , organic chemistry , metallurgy , alkyl , materials science
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‐(1 H ‐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.