Inductive Hydroxyhalogenation of Bicyclo[2.2.1]heptenes and Synthesis of Amino Alcohols from the Reaction Products
- Autores: Sadygov O.1, Alimardanov K.1, Ismailova S.1
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Afiliações:
- Institute of Petrochemical Processes named after Yu. G. Mamedaliyev
- Edição: Volume 88, Nº 5 (2018)
- Páginas: 862-868
- Seção: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/222170
- DOI: https://doi.org/10.1134/S1070363218050031
- ID: 222170
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Resumo
A method of synthesis of aminobicycloheptanols by the hydroxyhalogenation of bicyclo[2.2.1]- heptene and its alkyl derivatives in a cycloolefin‒oxidant‒hydrogen halide system to induce electrophilic intermediates followed by substitution of the halogen atoms by amino groups of different compositions and structures. It was found that the selectivity of the reaction depends on the formation/consumption rate ratio for the electrophilic intermediate. A high selectivity with respect to hydroxyhalides takes place, when the consumption rate of the latter intermediate is higher than its formation rate. An increase in the pH of the medium becomes higher than 10.5 decreases the yield of amino alcohols and changes the reaction direction due to acceleration of dehydrohalogenation and formation of the corresponding epoxides.
Sobre autores
O. Sadygov
Institute of Petrochemical Processes named after Yu. G. Mamedaliyev
Autor responsável pela correspondência
Email: omar.sadiqov@gmail.com
Azerbaijão, pr. Khojaly 30, Baku, 1025
Kh. Alimardanov
Institute of Petrochemical Processes named after Yu. G. Mamedaliyev
Email: omar.sadiqov@gmail.com
Azerbaijão, pr. Khojaly 30, Baku, 1025
Sh. Ismailova
Institute of Petrochemical Processes named after Yu. G. Mamedaliyev
Email: omar.sadiqov@gmail.com
Azerbaijão, pr. Khojaly 30, Baku, 1025