Copper(i)-mediated synthesis of β-hydroxysulfones from styrenes and sulfonylhydrazides: an electrochemical mechanistic study Научная публикация
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RSC Advances
ISSN: 2046-2069 |
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| Вых. Данные | Год: 2016, Том: 6, Номер: 96, Страницы: 93476-93485 Страниц : 10 DOI: 10.1039/c6ra19190h | ||||
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Реферат:
Copper(I) halides were used as mediators in the synthesis of β-hydroxysulfones via the oxysulfonylation of styrenes using sulfonylhydrazides. The feature of the developed process lies in the combination of a copper(I) salt with oxygen—the stoichiometric oxidant. Copper(II) species are responsible for the oxidation of sulfonylhydrazides, they are generated in small amounts in the O2/Cu(I)/Cu(II) redox system, which is formed during the reaction. The combination of these three components enables one to obtain in the case of α-methylstyrenes only β-hydroxysulfones and in the case of α-unsubstituted styrenes, β-hydroxysulfones as the main products and β-ketosulfones as the by-products. With good yields β-hydroxysulfones were prepared by reduction of the reaction mixture containing both products β-hydroxysulfones and β-ketosulfones with NaBH4. An electrochemical study revealed that the Cu(I)/Cu(II) pair can serve as an effective mediator of β-hydroxysulfones formation via redox processes.
Библиографическая ссылка:
Terent'ev A.O.
, Mulina O.M.
, Pirgach D.A.
, Demchuk D.V.
, Syroeshkin M.A.
, Nikishin G.I.
Copper(i)-mediated synthesis of β-hydroxysulfones from styrenes and sulfonylhydrazides: an electrochemical mechanistic study
RSC Advances. 2016. V.6. N96. P.93476-93485. DOI: 10.1039/c6ra19190h WOS Scopus OpenAlex
Copper(i)-mediated synthesis of β-hydroxysulfones from styrenes and sulfonylhydrazides: an electrochemical mechanistic study
RSC Advances. 2016. V.6. N96. P.93476-93485. DOI: 10.1039/c6ra19190h WOS Scopus OpenAlex
Идентификаторы БД:
| Web of science: | WOS:000385631900034 |
| Scopus: | 2-s2.0-84991011179 |
| OpenAlex: | W2520026702 |