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One-pot two step synthesis of unsymmetrically substituted indenes from 3,4-diarylbutadiene sulfones

Olga Vladimirovna Shurupova 1
Olga Vladimirovna Shurupova
, 
Grigorii Konstantinovich Sterligov 1
Grigorii Konstantinovich Sterligov
, 
Maria A Rasskazova 1
Maria A Rasskazova
, 
Egor A Drokin 1
Egor A Drokin
, 
Antonina Nikolaevna Lysenko 1
Antonina Nikolaevna Lysenko
, 
Sergey Aleksandrovich Rzhevskiy 1
Sergey Aleksandrovich Rzhevskiy
,  ,  , 
Andrey Fedorovich Asachenko 1
Andrey Fedorovich Asachenko
10.1016/j.mencom.2022.07.006
Published 2022-07-01
Communication , Volume 32, Issue 4, 446-448
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Shurupova O. V. et al. One-pot two step synthesis of unsymmetrically substituted indenes from 3,4-diarylbutadiene sulfones // Mendeleev Communications. 2022. Vol. 32. No. 4. pp. 446-448.
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Shurupova O. V., Sterligov G. K., Rasskazova M. A., Drokin E. A., Lysenko A. N., Rzhevskiy S. A., Minaeva L. I., Topchiy M. A., Asachenko A. F. One-pot two step synthesis of unsymmetrically substituted indenes from 3,4-diarylbutadiene sulfones // Mendeleev Communications. 2022. Vol. 32. No. 4. pp. 446-448.
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TY - JOUR
DO - 10.1016/j.mencom.2022.07.006
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.07.006
TI - One-pot two step synthesis of unsymmetrically substituted indenes from 3,4-diarylbutadiene sulfones
T2 - Mendeleev Communications
AU - Shurupova, Olga Vladimirovna
AU - Sterligov, Grigorii Konstantinovich
AU - Rasskazova, Maria A
AU - Drokin, Egor A
AU - Lysenko, Antonina Nikolaevna
AU - Rzhevskiy, Sergey Aleksandrovich
AU - Minaeva, Lidiya Igorevna
AU - Topchiy, Maxim Anatol'evich
AU - Asachenko, Andrey Fedorovich
PY - 2022
DA - 2022/07/01
PB - Mendeleev Communications
SP - 446-448
IS - 4
VL - 32
ER -
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@article{2022_Shurupova,
author = {Olga Vladimirovna Shurupova and Grigorii Konstantinovich Sterligov and Maria A Rasskazova and Egor A Drokin and Antonina Nikolaevna Lysenko and Sergey Aleksandrovich Rzhevskiy and Lidiya Igorevna Minaeva and Maxim Anatol'evich Topchiy and Andrey Fedorovich Asachenko},
title = {One-pot two step synthesis of unsymmetrically substituted indenes from 3,4-diarylbutadiene sulfones},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Jul},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.07.006},
number = {4},
pages = {446--448},
doi = {10.1016/j.mencom.2022.07.006}
}
MLA
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MLA Copy
Shurupova, Olga Vladimirovna, et al. “One-pot two step synthesis of unsymmetrically substituted indenes from 3,4-diarylbutadiene sulfones.” Mendeleev Communications, vol. 32, no. 4, Jul. 2022, pp. 446-448. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.07.006.

Keywords

34-diarylbutadienes
catalytic cyclization
Friedel–Crafts reaction
indenes
one-pot synthesis
sulfones
sulfur dioxide
thermal extrusion

Abstract

A new one-pot two step synthesis of unsymmetrically substituted indenes from available 3,4-diarylbutadiene sulfones involves SO2 thermal extrusion followed by acid- catalyzed cyclization of the diene formed, the cyclization proceeding selectively at the more electron-rich aryl rings. The procedure is efficient for substrates bearing donor, acceptor, as well as bulky substituents.

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