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Unexpected aspect of the Fischer indolization of propiophenone (5-chloro-2-methoxyphenyl)hydrazone

Galina Vyacheslavovna Kokurkina 1
Galina Vyacheslavovna Kokurkina
, 
Mikhail Dmitrievich Dutov 1
Mikhail Dmitrievich Dutov
, 
Svyatoslav Arkad'evich Shevelev 1
Svyatoslav Arkad'evich Shevelev
, 
Vadim Vadimovich Kachala 1
Vadim Vadimovich Kachala
, 
Alexander Olegovich Chizhov 1
Alexander Olegovich Chizhov
, 
10.1016/j.mencom.2011.11.015
Published 2011-11-10
Communication , Volume 21, Issue 6, 337-338
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Kokurkina G. V. et al. Unexpected aspect of the Fischer indolization of propiophenone (5-chloro-2-methoxyphenyl)hydrazone // Mendeleev Communications. 2011. Vol. 21. No. 6. pp. 337-338.
GOST all authors (up to 50) Copy
Kokurkina G. V., Dutov M. D., Shevelev S. A., Kachala V. V., Chizhov A. O., Nelyubina Y. V. Unexpected aspect of the Fischer indolization of propiophenone (5-chloro-2-methoxyphenyl)hydrazone // Mendeleev Communications. 2011. Vol. 21. No. 6. pp. 337-338.
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TY - JOUR
DO - 10.1016/j.mencom.2011.11.015
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.11.015
TI - Unexpected aspect of the Fischer indolization of propiophenone (5-chloro-2-methoxyphenyl)hydrazone
T2 - Mendeleev Communications
AU - Kokurkina, Galina Vyacheslavovna
AU - Dutov, Mikhail Dmitrievich
AU - Shevelev, Svyatoslav Arkad'evich
AU - Kachala, Vadim Vadimovich
AU - Chizhov, Alexander Olegovich
AU - Nelyubina, Yulia Vladimirovna
PY - 2011
DA - 2011/11/10
PB - Mendeleev Communications
SP - 337-338
IS - 6
VL - 21
ER -
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@article{2011_Kokurkina,
author = {Galina Vyacheslavovna Kokurkina and Mikhail Dmitrievich Dutov and Svyatoslav Arkad'evich Shevelev and Vadim Vadimovich Kachala and Alexander Olegovich Chizhov and Yulia Vladimirovna Nelyubina},
title = {Unexpected aspect of the Fischer indolization of propiophenone (5-chloro-2-methoxyphenyl)hydrazone},
journal = {Mendeleev Communications},
year = {2011},
volume = {21},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.11.015},
number = {6},
pages = {337--338},
doi = {10.1016/j.mencom.2011.11.015}
}
MLA
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Kokurkina, Galina Vyacheslavovna, et al. “Unexpected aspect of the Fischer indolization of propiophenone (5-chloro-2-methoxyphenyl)hydrazone.” Mendeleev Communications, vol. 21, no. 6, Nov. 2011, pp. 337-338. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2011.11.015.

Abstract

The Fischer indolization of propiophenone (5-chloro-2-methoxyphenyl)hydrazone gives 4-chloro-7-methoxy-3-methyl-2-phenyl-1H-indole and unexpected 6-chloro-3-methoxy-3-methyl-2-phenyl-3H-indole.

References

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R. J. Sundberg, Indoles, Academic Press, London, 1996.
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S. A. Shevelev, M.D. Dutov, S.V. Popkov, S.S. Vorobiev, G.V. Kokurkina and I. A. Vatsadze, RU Patent, 2333907, 2008.(Chem. Abstr., 2008, 149, 355707).
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G. M. Sheldrick, SHELXTL v. 5.10, Structure Determination Software Suite, Bruker AXS, Madison, Wisconsin, USA.
6.
C-2 side chain alkylation of 2-methyl-3-alkylindoles via 3-methoxyindolenines:
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Tetrahedron Letters, 1982