Reactions of tert-butylpropynal with amines

A. S. Medvedeva; A. I. Borisova; I. D. Kalikhman; N. S. Vyazankin

doi:10.1007/BF00956671

Reactions of tert-butylpropynal with amines

A. S. Medvedeva, A. I. Borisova, I. D. Kalikhman, N. S. Vyazankin

Research output: Contribution to journal › Article › peer-review

Abstract

1. It has been shown that, depending on structure, secondary amines react with tertbutyipropynal at the C≡C or C=O bonds to form acetylenic aminals or Michael adducts. 2. Acyclic and aromatic secondary amines add to tert-butylpropynal only at the triple bond. Dialkylamines with bulky substituants (i-Pr, n-Bu) add to both the β- and α-positions of the acetylenic fragment. 3. β-Aminoacroleins, containing tertiary and secondary amino groups, spontaneously isomerize to enaminoketones.

Original language	English
Pages (from-to)	1243-1246
Number of pages	4
Journal	Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
Volume	36
Issue number	6
DOIs	https://doi.org/10.1007/BF00956671
State	Published - 1 Jan 1987
Externally published	Yes

ASJC Scopus subject areas

General Chemistry

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title = "Reactions of tert-butylpropynal with amines",

abstract = "1. It has been shown that, depending on structure, secondary amines react with tertbutyipropynal at the C≡C or C=O bonds to form acetylenic aminals or Michael adducts. 2. Acyclic and aromatic secondary amines add to tert-butylpropynal only at the triple bond. Dialkylamines with bulky substituants (i-Pr, n-Bu) add to both the β- and α-positions of the acetylenic fragment. 3. β-Aminoacroleins, containing tertiary and secondary amino groups, spontaneously isomerize to enaminoketones.",

author = "Medvedeva, {A. S.} and Borisova, {A. I.} and Kalikhman, {I. D.} and Vyazankin, {N. S.}",

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doi = "10.1007/BF00956671",

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T1 - Reactions of tert-butylpropynal with amines

AU - Medvedeva, A. S.

AU - Borisova, A. I.

AU - Kalikhman, I. D.

AU - Vyazankin, N. S.

PY - 1987/1/1

Y1 - 1987/1/1

N2 - 1. It has been shown that, depending on structure, secondary amines react with tertbutyipropynal at the C≡C or C=O bonds to form acetylenic aminals or Michael adducts. 2. Acyclic and aromatic secondary amines add to tert-butylpropynal only at the triple bond. Dialkylamines with bulky substituants (i-Pr, n-Bu) add to both the β- and α-positions of the acetylenic fragment. 3. β-Aminoacroleins, containing tertiary and secondary amino groups, spontaneously isomerize to enaminoketones.

AB - 1. It has been shown that, depending on structure, secondary amines react with tertbutyipropynal at the C≡C or C=O bonds to form acetylenic aminals or Michael adducts. 2. Acyclic and aromatic secondary amines add to tert-butylpropynal only at the triple bond. Dialkylamines with bulky substituants (i-Pr, n-Bu) add to both the β- and α-positions of the acetylenic fragment. 3. β-Aminoacroleins, containing tertiary and secondary amino groups, spontaneously isomerize to enaminoketones.

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DO - 10.1007/BF00956671

M3 - Article

AN - SCOPUS:34250099371

SN - 0568-5230

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JO - Bulletin of the Academy of Sciences of the USSR Division of Chemical Science

JF - Bulletin of the Academy of Sciences of the USSR Division of Chemical Science

IS - 6

ER -

Reactions of tert-butylpropynal with amines

Abstract

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