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Chemistry of acetylenic ethers LIV: Addition of diazo compounds to acetylenic ethers and thioethers

✍ Scribed by S. H. Groen; J. F. Arens

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
258 KB
Volume
80
Category
Article
ISSN
0165-0513

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✦ Synopsis

Abstract

Ethoxyethyne slowly adds diazomethane to yield 4‐ethoxypyrazole I, the structure of which has been proved by synthesis from 1,1,2,3,3‐pentaethoxypropane IV and hydrazine. Ethylthioethyne V, on the contrary, is converted by diazomethane into 3‐ethylthiopyrazole VI, the structure of which has been proved by synthesis from 3‐aminopyrazole X.

Ethyl diazoacetate does not react with ethoxyethyne, but can be added to ethylthioethyne, yielding presumably 5‐ethoxycarbonyl‐3‐ethylthiopyrazole.

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