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Synthesis of secondary thiols from terminal alkenes and P2S5

Pavel Victorovich Kovyazin 1
Pavel Victorovich Kovyazin
, 
Eldar R. Palatov 1
Eldar R. Palatov
, 
Lyudmila Vyacheslavovna Parfenova 1
Lyudmila Vyacheslavovna Parfenova
10.71267/mencom.7936
Published 2026-03-24
Communication , Volume 36, Issue 3, 345-346
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Kovyazin P. V., Palatov E. R., Parfenova L. V. Synthesis of secondary thiols from terminal alkenes and P2S5 // Mendeleev Communications. 2026. Vol. 36. No. 3. pp. 345-346.
GOST all authors (up to 50) Copy
Kovyazin P. V., Palatov E. R., Parfenova L. V. Synthesis of secondary thiols from terminal alkenes and P2S5 // Mendeleev Communications. 2026. Vol. 36. No. 3. pp. 345-346.
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TY - JOUR
DO - 10.71267/mencom.7936
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7936
TI - Synthesis of secondary thiols from terminal alkenes and P2S5
T2 - Mendeleev Communications
AU - Kovyazin, Pavel Victorovich
AU - Palatov, Eldar R.
AU - Parfenova, Lyudmila Vyacheslavovna
PY - 2026
DA - 2026/03/24
PB - Mendeleev Communications
SP - 345-346
IS - 3
VL - 36
ER -
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@article{2026_Kovyazin,
author = {Pavel Victorovich Kovyazin and Eldar R. Palatov and Lyudmila Vyacheslavovna Parfenova},
title = {Synthesis of secondary thiols from terminal alkenes and P2S5},
journal = {Mendeleev Communications},
year = {2026},
volume = {36},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7936},
number = {3},
pages = {345--346},
doi = {10.71267/mencom.7936}
}
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Kovyazin, Pavel Victorovich, et al. “Synthesis of secondary thiols from terminal alkenes and P2S5.” Mendeleev Communications, vol. 36, no. 3, Mar. 2026, pp. 345-346. https://mendcomm.colab.ws/publications/10.71267/mencom.7936.

Keywords

(2,2,6,6-tetramethylpiperidin-1-yl)oxyl
tert-butyl hydroperoxide
alkane-2-thiols
free radical reactions
Markovnikov products
phosphorus pentasulfide
terminal alkenes

Abstract

Secondary alkane-2-thiols were obtained through the reaction of terminal alkenes with P2S5 promoted by radical initiators, e.g. TEMPO, AIBN, H2O2 or ButOOH. The yields of 75–86% were achieved by the use of TEMPO in toluene at 80–100 °C or ButOOH in CH2Cl2 at 40 °C.

Funders

Russian Science Foundation
23-73-00024

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