Synthesis of New Unsaturated Amines by The Stevens Rearrangement
- Authors: Manukyan M.O.1, Gyulnazaryan A.K.1, Babakhanyan A.V.2, Shahkhatuni A.A.3, Barseghyan K.S.1
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Affiliations:
- Institute of Organic Chemistry of Scientific-Technological Center of Organic and Pharmaceutical Chemistry
- Armenian State Pedagogical University after Kh. Abovyan
- Scientific-Technological Center of Organic and Pharmaceutical Chemistry
- Issue: Vol 88, No 2 (2018)
- Pages: 325-329
- Section: Letters to the Editor
- URL: https://journals.rcsi.science/1070-3632/article/view/222018
- DOI: https://doi.org/10.1134/S1070363218020214
- ID: 222018
Cite item
Abstract
Monoalkylation of 1,4-dichlorobut-2-ene with prop-2-yn-1-ol under phase-transfer catalysis conditions led to the formation of 1-(prop-2-yn-1-yloxy)-4-chlorobut-2-ene. The latter reacted with dimethylamine to afford N,N-dimethyl-4-(prop-2-yn-1-yloxy)but-2-enyl-1-amine. Its quaternization afforded new ammonium salts containing 4-(prop-2-yn-1-yloxy)but-2-enyl group. Unsaturated tertiary amines formed as a result of Stevens 3,2-rearrangement of quaternary salts.
About the authors
M. O. Manukyan
Institute of Organic Chemistry of Scientific-Technological Center of Organic and Pharmaceutical Chemistry
Author for correspondence.
Email: manukyanmeri@gmail.com
Armenia, pr. Azatutyan 26, Yerevan, 0014
A. Kh. Gyulnazaryan
Institute of Organic Chemistry of Scientific-Technological Center of Organic and Pharmaceutical Chemistry
Email: manukyanmeri@gmail.com
Armenia, pr. Azatutyan 26, Yerevan, 0014
A. V. Babakhanyan
Armenian State Pedagogical University after Kh. Abovyan
Email: manukyanmeri@gmail.com
Armenia, Yerevan
A. A. Shahkhatuni
Scientific-Technological Center of Organic and Pharmaceutical Chemistry
Email: manukyanmeri@gmail.com
Armenia, Yerevan
K. S. Barseghyan
Institute of Organic Chemistry of Scientific-Technological Center of Organic and Pharmaceutical Chemistry
Email: manukyanmeri@gmail.com
Armenia, pr. Azatutyan 26, Yerevan, 0014