Reaction of butadiyne with amino alcohols and with amines
Communication 3. Stereochemistry of the addition of alkylamines and of dialkylamino alcohols to the triple bonds of butadiyne and 1-buten-3-ynes
Organic and Biological Chemistry
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Summary
- 1.
The addition of alkylamines and of 2-dialkylaminoethanols at the triple bonds of butadiyne, N,N-diethyl-1-buten-3-ynylamine, and 2-(1-buten-3-ynyloxy)triethylamine proceeds stereospecifically with formation of the corresponding cis products in accordance with the “trans-addition” rule.
- 2.
The reaction of N,N-diethyl-1-buten-3-ynylamine with ethanethiol is probably of free-radical character and proceeds nonstereospecifically with formation of a mixture of isomers.
- 3.
Butadiyne does not react with arylamines at ordinary or elevated temperature.
Keywords
Alcohol Elevated Temperature Triethylamine Triple Bond Arylamines
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.
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Literature cited
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