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Straightforward Solvent-Free Synthesis of Tertiary Phosphine Chalcogenides from Secondary Phosphines, Electron-Rich Alkenes, and Elemental Sulfur or Selenium Full article

Journal Heteroatom Chemistry
ISSN: 1042-7163
Output data Year: 2016, Volume: 27, Number: 1, Pages: 48-53 Pages count : DOI: 10.1002/hc.21300
Authors Artem'ev Alexander V. 1 , Chernysheva Nataliya A. 1 , Yas'ko Svetlana V. 1 , Gusarova Nina K. 1 , Bagryanskaya Irina Yu 2,3 , Trofimov Boris A. 1
Affiliations
1 (Данные Web of science) Russian Acad Sci, Irkutsk Inst Chem, Siberian Branch, Irkutsk 664033, Russia
2 (Данные Web of science) Russian Acad Sci, Novosibirsk Organ Chem Inst, Siberian Branch, Novosibirsk 630090, Russia
3 (Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia

Abstract: A series of tertiary phosphine sulfides and selenides have been synthesized in excellent yields (88-99%) via a three-component reaction between secondary phosphines, electron-rich alkenes (styrene, vinyl chalcogenides), and elemental sulfur or selenium, proceeding under solvent-free conditions (8082 degrees C, 4-44 h). The interaction occurs via initial oxidation of secondary phosphines with elemental sulfur or selenium followed by noncatalyzed anti-Markovnikov addition of the generated R2P(E) H (E = S, Se) species to alkenes to afford the corresponding adducts with high chemo-and regioselectivity. (C) 2015 Wiley Periodicals, Inc.
Cite: Artem'ev A.V. , Chernysheva N.A. , Yas'ko S.V. , Gusarova N.K. , Bagryanskaya I.Y. , Trofimov B.A.
Straightforward Solvent-Free Synthesis of Tertiary Phosphine Chalcogenides from Secondary Phosphines, Electron-Rich Alkenes, and Elemental Sulfur or Selenium
Heteroatom Chemistry. 2016. V.27. N1. P.48-53. DOI: 10.1002/hc.21300 WOS Scopus РИНЦ OpenAlex
Dates:
Published online: Oct 12, 2015
Published print: Jan 1, 2016
Identifiers:
Web of science: WOS:000373007900007
Scopus: 2-s2.0-85000786925
Elibrary: 29474190
OpenAlex: W1935763398
Citing:
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Web of science 11
Scopus 11
Elibrary 11
OpenAlex 9
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