Abstract:
New singlet alkylthio(4-methylpent-3-en-1-ynyl)carbenes were generated by photolysis of corresponding 5-alkylthioethynyl-3,3-dimethyl-3H-pyrazoles and subsequently trapped by alkenes giving rise to 1-alkynyl-1-(alkylthio)cyclopropanes in yields up to 60%.
Citation:
V. D. Gvozdev, K. N. Shavrin, E. G. Baskir, O. M. Nefedov, M. P. Egorov, “Alkylthio(4-methylpent-3-en-1-ynyl)carbenes: generation by the photolysis of 5-alkylthioethynyl-3,3-dimethyl-3H-pyrazoles and reactions with alkenes”, Mendeleev Commun., 29:2 (2019), 140–142
Linking options:
https://www.mathnet.ru/eng/mendc1448
https://www.mathnet.ru/eng/mendc/v29/i2/p140
This publication is cited in the following 6 articles:
E. G. Baskir, O. M. Nefedov, “IR spectroscopic study of the dichloromethyl peroxyl radical and its deuterated analogs in the argon matrix”, Russ Chem Bull, 70:11 (2021), 2236
V. D. Gvozdev, K. N. Shavrin, M. P. Egorov, O. M. Nefedov, “Methods for the synthesis of functionalized alkynylcyclopropanes”, Russ Chem Bull, 70:11 (2021), 2051
V. D. Gvozdev, K. N. Shavrin, E. G. Baskir, M. P. Egorov, O. M. Nefedov, “Chloro(4-methylpent-3-en-1-ynyl)carbene: IR spectrum, structure, photochemical transformations, and reactions with alkenes”, Russ Chem Bull, 70:8 (2021), 1575
Kai Luo, Yuan Li, Zitong Fu, Ling Zhang, Zhipeng Wang, Jiangyan Xu, Bingjun Yu, Lei Wu, “Transition‐Metal‐Free Cascade Enyne Rearrangement and Cyclopropanation of Allenylphosphine Oxides with N‐Tosylhydrazones Accessing Alkynylcyclopropane Derivatives”, Adv Synth Catal, 363:17 (2021), 4222
Yu. V. Tomilov, L. G. Menchikov, E. A. Shapiro, V. D. Gvozdev, K. N. Shavrin, N. V. Volchkov, M. B. Lipkind, M. P. Egorov, S. E. Boganov, V. N. Khabashesku, E. G. Baskir, “Carbenes, related intermediates, and small-sized cycles: contribution from Professor Nefedov's laboratory”, Mendeleev Commun., 31:6 (2021), 750–768
Esfir G. Baskir, Valentin D. Gvozdev, Konstantin N. Shavrin, Mikhail P. Egorov, Oleg M. Nefedov, “Infrared-Spectroscopic Study of (4-Methylpent-3-en-1-ynyl)methylthiocarbene, Its Photochemical Transformations, and Reactions in an Argon Matrix”, J. Phys. Chem. A, 123:42 (2019), 9175
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