Email this article Mono- and di(dechloromethylthioylation) of the dichloromethylarenes by S-methyldiethylthiophosphinate
- Authors: Gazizov M.B.1, Valieva G.D.1, Ivanova S.Y.1, Khairullin R.A.1, Kirillina Y.S.1, Antipin I.S.2
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Affiliations:
- Kazan National Research Technological University
- Kazan Federal University
- Issue: Vol 489, No 1 (2019)
- Pages: 40-43
- Section: Chemistry
- URL: https://journals.eco-vector.com/0869-5652/article/view/17861
- DOI: https://doi.org/10.31857/S0869-5652489140-43
- ID: 17861
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Abstract
Proceeding from the electronic structure of the S‑alkyl esters of P(IV) acids the key rout - attack of the thiol sulfur (P-SMe) on the methyne carbon, of the new reaction of the dichloromethylarenes with S‑methyldiethylthiophosphinate was predicted and experimentally confirmed. The processes of the mono- and di(dechloromethylthioylation) on dichloromethyl group are realized. New approach to the synthesis of the arenecarbaldehyde dimethyl dithioacetals was developed without using of gaseous high toxic methyl mercaptan.
About the authors
M. B. Gazizov
Kazan National Research Technological University
Author for correspondence.
Email: mukattisg@mail.ru
Russian Federation, 68, Karl Marks Street, Kazan, 420015
G. D. Valieva
Kazan National Research Technological University
Email: mukattisg@mail.ru
Russian Federation, 68, Karl Marks Street, Kazan, 420015
S. Yu. Ivanova
Kazan National Research Technological University
Email: mukattisg@mail.ru
Russian Federation, 68, Karl Marks Street, Kazan, 420015
R. A. Khairullin
Kazan National Research Technological University
Email: mukattisg@mail.ru
Russian Federation, 68, Karl Marks Street, Kazan, 420015
Yu. S. Kirillina
Kazan National Research Technological University
Email: mukattisg@mail.ru
Russian Federation, 68, Karl Marks Street, Kazan, 420015
I. S. Antipin
Kazan Federal University
Email: mukattisg@mail.ru
Corresponding Member of the Russian Academy of Sciences
Russian Federation, 18, Kremliovskaya street, Kazan, 420008References
- Газизов М. Б., Качалова Т. Н., Каримова Р. Ф., Хайруллин Р. А., Синяшин О. Г. // ЖОХ. 1997. Т. 67. № 12. С. 2055-2056.
- Газизов М. Б., Качалова Т. Н., Каримова Р. Ф., Хайруллин Р. А., Синяшин О. Г. // ДАН. 1998. Т. 359. № 15. С. 644-645.
- Зверев В. В., Виллем Я. Я. // Журн. структурной химии. 1980. Т. 21. № 1. С. 30-34.
- Ranu B. C., Saha A., Mandal T. // Tetrahedron. 2009. V. 65. № 10. P. 2072-2078.
- Cragg R. H., Husband J. P.N. // Inorg. Nucl. Chem. Lett. 1970. V. 6. № 9. P. 773-774.
- Pourshahbaz M., Joshaghani M., Rafiee E., Shahmoradi J., Emami F., Iranpour A. // Tetrahedron Lett. 2009. V. 50. № 44. P. 5987-5989.
- Drosten G., Mischke P., Voß J. // Chem. Ber. 1987. V. 120. № 10. P. 1757-1761.
- Alonso G., Alvarez-Ibarra C., Orellana G., Quiroga M. L. // Bull. Soс. Chim. Belg. 1989. V. 98. № 3. P. 215-220.
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