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Diels–Alder trapping vs. amidoalkylation of cyclopentadiene with polychloroacetaldehyde sulfonylimines

Gulnur Nabiullovna Chernysheva 1
Gulnur Nabiullovna Chernysheva
, 
Maxim Dmitrievich Katerinich 1
Maxim Dmitrievich Katerinich
, 
Igor Alekseevich Ushakov 1
Igor Alekseevich Ushakov
, 
Igor' Borisovich Rozentsveig 1
Igor' Borisovich Rozentsveig
10.1016/j.mencom.2020.09.022
Published 2020-08-31
Communication , Volume 30, Issue 5, 618-620
4
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Chernysheva G. N. et al. Diels–Alder trapping vs. amidoalkylation of cyclopentadiene with polychloroacetaldehyde sulfonylimines // Mendeleev Communications. 2020. Vol. 30. No. 5. pp. 618-620.
GOST all authors (up to 50) Copy
Chernysheva G. N., Katerinich M. D., Ushakov I. A., Rozentsveig I. B. Diels–Alder trapping vs. amidoalkylation of cyclopentadiene with polychloroacetaldehyde sulfonylimines // Mendeleev Communications. 2020. Vol. 30. No. 5. pp. 618-620.
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TY - JOUR
DO - 10.1016/j.mencom.2020.09.022
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.09.022
TI - Diels–Alder trapping vs. amidoalkylation of cyclopentadiene with polychloroacetaldehyde sulfonylimines
T2 - Mendeleev Communications
AU - Chernysheva, Gulnur Nabiullovna
AU - Katerinich, Maxim Dmitrievich
AU - Ushakov, Igor Alekseevich
AU - Rozentsveig, Igor' Borisovich
PY - 2020
DA - 2020/08/31
PB - Mendeleev Communications
SP - 618-620
IS - 5
VL - 30
ER -
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@article{2020_Chernysheva,
author = {Gulnur Nabiullovna Chernysheva and Maxim Dmitrievich Katerinich and Igor Alekseevich Ushakov and Igor' Borisovich Rozentsveig},
title = {Diels–Alder trapping vs. amidoalkylation of cyclopentadiene with polychloroacetaldehyde sulfonylimines},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Aug},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.09.022},
number = {5},
pages = {618--620},
doi = {10.1016/j.mencom.2020.09.022}
}
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Chernysheva, Gulnur Nabiullovna, et al. “Diels–Alder trapping vs. amidoalkylation of cyclopentadiene with polychloroacetaldehyde sulfonylimines.” Mendeleev Communications, vol. 30, no. 5, Aug. 2020, pp. 618-620. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.09.022.

Keywords

aldimines
C-amidoalkylation
chloral
cyclopentadiene
Diels–Alder cycloaddition
dienophiles
sulfonylimines

Abstract

The reaction of chloral or dichloro(phenyl)acetaldehyde N-arylsulfonylimines with cyclopentadiene, depending on the reaction conditions, affords either Diels–Alder adducts, 2-arylsulfonyl-2-azabicyclo[2.2.1]hept-5-enes, or unexpectedly new amidoalkylated derivatives of cyclopentadiene, N-[(cyclopentadienyl)(polychloromethyl)methyl]arenesulfonamides.

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