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An unusual tetrazole transacylation by tetrazolylacetic acid chlorides

Vladimir Aronovich Ostrovskii 1
Vladimir Aronovich Ostrovskii
, 
Vjacheslav Sergeevich Poplavskii 1
Vjacheslav Sergeevich Poplavskii
, 
Vadim Yur'evich Zubarev 1
Vadim Yur'evich Zubarev
, 
Grigory Borisovich Erussalimsky 1
Grigory Borisovich Erussalimsky
10.1070/MC1996v006n01ABEH000562
Published 1996-02-28
Communication , Volume 6, Issue 1, 24-25
2
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Ostrovskii V. A. et al. An unusual tetrazole transacylation by tetrazolylacetic acid chlorides // Mendeleev Communications. 1996. Vol. 6. No. 1. pp. 24-25.
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Ostrovskii V. A., Poplavskii V. S., Zubarev V. Y., Erussalimsky G. B. An unusual tetrazole transacylation by tetrazolylacetic acid chlorides // Mendeleev Communications. 1996. Vol. 6. No. 1. pp. 24-25.
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TY - JOUR
DO - 10.1070/MC1996v006n01ABEH000562
UR - https://mendcomm.colab.ws/publications/10.1070/MC1996v006n01ABEH000562
TI - An unusual tetrazole transacylation by tetrazolylacetic acid chlorides
T2 - Mendeleev Communications
AU - Ostrovskii, Vladimir Aronovich
AU - Poplavskii, Vjacheslav Sergeevich
AU - Zubarev, Vadim Yur'evich
AU - Erussalimsky, Grigory Borisovich
PY - 1996
DA - 1996/02/28
PB - Mendeleev Communications
SP - 24-25
IS - 1
VL - 6
ER -
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@article{1996_Ostrovskii,
author = {Vladimir Aronovich Ostrovskii and Vjacheslav Sergeevich Poplavskii and Vadim Yur'evich Zubarev and Grigory Borisovich Erussalimsky},
title = {An unusual tetrazole transacylation by tetrazolylacetic acid chlorides},
journal = {Mendeleev Communications},
year = {1996},
volume = {6},
publisher = {Mendeleev Communications},
month = {Feb},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1996v006n01ABEH000562},
number = {1},
pages = {24--25},
doi = {10.1070/MC1996v006n01ABEH000562}
}
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Ostrovskii, Vladimir Aronovich, et al. “An unusual tetrazole transacylation by tetrazolylacetic acid chlorides.” Mendeleev Communications, vol. 6, no. 1, Feb. 1996, pp. 24-25. https://mendcomm.colab.ws/publications/10.1070/MC1996v006n01ABEH000562.

Abstract

Bis(tetrazolyl)acetones have been obtained instead of the expected 2,5-disubstituted 1,3,4-oxadiazoles from interaction of 5-substituted tetrazoles with chlorides of tetrazolylacetic acids. The mechanism of the reaction is suggested to include N-acyl-intermediate heterolysis resulting in acyl-cation formation followed by transacylation of the methylene group in the second molecule of the acyl halide.

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