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A convenient E-diastereoselective synthesis of NH-isatin N′-arylimines via the aza-Wittig reaction

, 
Dmitrii Aleksandrovich Iuzabchuk 1
Dmitrii Aleksandrovich Iuzabchuk
, 
Boris Nikolaevich Tarasevich 1
Boris Nikolaevich Tarasevich
, 
Nikolai Vasil'evich Zyk 1
Nikolai Vasil'evich Zyk
, 
10.1016/j.mencom.2022.09.022
Published 2022-09-05
Communication , Volume 32, Issue 5, 634-636
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Filatov V. E. et al. A convenient E-diastereoselective synthesis of NH-isatin N′-arylimines via the aza-Wittig reaction // Mendeleev Communications. 2022. Vol. 32. No. 5. pp. 634-636.
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Filatov V. E., Iuzabchuk D. A., Tarasevich B. N., Zyk N. V., Beloglazkina E. K. A convenient E-diastereoselective synthesis of NH-isatin N′-arylimines via the aza-Wittig reaction // Mendeleev Communications. 2022. Vol. 32. No. 5. pp. 634-636.
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TY - JOUR
DO - 10.1016/j.mencom.2022.09.022
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.022
TI - A convenient E-diastereoselective synthesis of NH-isatin N′-arylimines via the aza-Wittig reaction
T2 - Mendeleev Communications
AU - Filatov, Vadim Evgenievich
AU - Iuzabchuk, Dmitrii Aleksandrovich
AU - Tarasevich, Boris Nikolaevich
AU - Zyk, Nikolai Vasil'evich
AU - Beloglazkina, Elena Kimovna
PY - 2022
DA - 2022/09/05
PB - Mendeleev Communications
SP - 634-636
IS - 5
VL - 32
ER -
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@article{2022_Filatov,
author = {Vadim Evgenievich Filatov and Dmitrii Aleksandrovich Iuzabchuk and Boris Nikolaevich Tarasevich and Nikolai Vasil'evich Zyk and Elena Kimovna Beloglazkina},
title = {A convenient E-diastereoselective synthesis of NH-isatin N′-arylimines via the aza-Wittig reaction},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.022},
number = {5},
pages = {634--636},
doi = {10.1016/j.mencom.2022.09.022}
}
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Filatov, Vadim Evgenievich, et al. “A convenient E-diastereoselective synthesis of NH-isatin N′-arylimines via the aza-Wittig reaction.” Mendeleev Communications, vol. 32, no. 5, Sep. 2022, pp. 634-636. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.09.022.

Keywords

aryl azides
aryl isatin imines
aza-Wittig reaction
imines
isatins
stereoselectivity

Abstract

A general synthesis of NH-isatin N′-arylimines involves the aza-Wittig reaction of isatin and aryl azides, providing higher E-diastereoselectivity as compared to previously described methods. The procedure is applicable even to anilines which do not directly react with isatins.

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