Synthesis and Transformations of Aryl-Substituted Alkenes of the Adamantane Series
- Authors: Savel’eva S.A.1, Leonova M.V.1, Baimuratov M.R.1, Klimochkin Y.N.1
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Affiliations:
- Samara State Technical University
- Issue: Vol 54, No 7 (2018)
- Pages: 996-1002
- Section: Article
- URL: https://journals.rcsi.science/1070-4280/article/view/218304
- DOI: https://doi.org/10.1134/S1070428018070047
- ID: 218304
Cite item
Abstract
Aryl-substituted alkenes of the adamantane series, 1-[(Z,E)-3-phenylprop-2-en-1-yl]adamantane and 1-[(Z)-3-phenylprop-1-en-1-yl]adamantane, have been synthesized by the Wittig reaction. Their allylic bromination involves two concurrent reactions, radical substitution and raical addition. The different chemical behaviors of the aryl-substituted alkenes have been demonstrated in the Ritter reaction. Depending on the alkene structure and acid catalyst nature, the products are secondary amides, sulfonic acid derivatives, and homoadamantane γ-sultone.
About the authors
S. A. Savel’eva
Samara State Technical University
Author for correspondence.
Email: svetlana.saveleva9@yandex.ru
Russian Federation, ul. Molodogvardeiskaya 244, Samara, 443100
M. V. Leonova
Samara State Technical University
Email: svetlana.saveleva9@yandex.ru
Russian Federation, ul. Molodogvardeiskaya 244, Samara, 443100
M. R. Baimuratov
Samara State Technical University
Email: svetlana.saveleva9@yandex.ru
Russian Federation, ul. Molodogvardeiskaya 244, Samara, 443100
Yu. N. Klimochkin
Samara State Technical University
Email: svetlana.saveleva9@yandex.ru
Russian Federation, ul. Molodogvardeiskaya 244, Samara, 443100
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