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Acyl C→N migration in the thioureidomethylation of 2-(4-methylbenzoyl)cyclohexanone

Anatoly Dmitrievich Shutalev 1
Anatoly Dmitrievich Shutalev
, 
Nadezhda Evgen'evna Zhukhlistova 2
Nadezhda Evgen'evna Zhukhlistova
, 
Galina Viktorovna Gurskaya 3
Galina Viktorovna Gurskaya
10.1070/MC2004v014n01ABEH001866
Published 2004-03-05
Communication , Volume 14, Issue 1, 31-33
8
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Shutalev A. D., Zhukhlistova N. E., Gurskaya G. V. Acyl C→N migration in the thioureidomethylation of 2-(4-methylbenzoyl)cyclohexanone // Mendeleev Communications. 2004. Vol. 14. No. 1. pp. 31-33.
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Shutalev A. D., Zhukhlistova N. E., Gurskaya G. V. Acyl C→N migration in the thioureidomethylation of 2-(4-methylbenzoyl)cyclohexanone // Mendeleev Communications. 2004. Vol. 14. No. 1. pp. 31-33.
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TY - JOUR
DO - 10.1070/MC2004v014n01ABEH001866
UR - https://mendcomm.colab.ws/publications/10.1070/MC2004v014n01ABEH001866
TI - Acyl C→N migration in the thioureidomethylation of 2-(4-methylbenzoyl)cyclohexanone
T2 - Mendeleev Communications
AU - Shutalev, Anatoly Dmitrievich
AU - Zhukhlistova, Nadezhda Evgen'evna
AU - Gurskaya, Galina Viktorovna
PY - 2004
DA - 2004/03/05
PB - Mendeleev Communications
SP - 31-33
IS - 1
VL - 14
ER -
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@article{2004_Shutalev,
author = {Anatoly Dmitrievich Shutalev and Nadezhda Evgen'evna Zhukhlistova and Galina Viktorovna Gurskaya},
title = {Acyl C→N migration in the thioureidomethylation of 2-(4-methylbenzoyl)cyclohexanone},
journal = {Mendeleev Communications},
year = {2004},
volume = {14},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2004v014n01ABEH001866},
number = {1},
pages = {31--33},
doi = {10.1070/MC2004v014n01ABEH001866}
}
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Shutalev, Anatoly Dmitrievich, et al. “Acyl C→N migration in the thioureidomethylation of 2-(4-methylbenzoyl)cyclohexanone.” Mendeleev Communications, vol. 14, no. 1, Mar. 2004, pp. 31-33. https://mendcomm.colab.ws/publications/10.1070/MC2004v014n01ABEH001866.

Abstract

The thioureidomethylation of the sodium enolate of 2-(4-methylbenzoyl)cyclohexanone 3 with N-(tosylmethyl)thiourea 1a or N-(azidomethyl)thiourea 2 in acetonitrile results in the unexpected formation of N-(4-methylbenzoyl)-N’-[(2-oxocyclohexyl)-methyl]thiourea 6, which was structurally characterised by X-ray diffraction analysis.

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