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Reaction of 1-(het)aryl-3-bromoprop-2-ynones with furans in solid metal oxides or salts: cross-coupling or cycloaddition?

Denis Nikolaevich Tomilin 1
Denis Nikolaevich Tomilin
,  , 
Maxim Dmitrievich Gotsko 1
Maxim Dmitrievich Gotsko
, 
Igor Alekseevich Ushakov 1
Igor Alekseevich Ushakov
, 
Boris Aleksandrovich Trofimov 1
Boris Aleksandrovich Trofimov
10.1016/j.mencom.2018.01.004
Published 2017-12-22
Communication , Volume 28, Issue 1, 20-21
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Tomilin D. N. et al. Reaction of 1-(het)aryl-3-bromoprop-2-ynones with furans in solid metal oxides or salts: cross-coupling or cycloaddition? // Mendeleev Communications. 2017. Vol. 28. No. 1. pp. 20-21.
GOST all authors (up to 50) Copy
Tomilin D. N., Sobenina L. N., Gotsko M. D., Ushakov I. A., Trofimov B. A. Reaction of 1-(het)aryl-3-bromoprop-2-ynones with furans in solid metal oxides or salts: cross-coupling or cycloaddition? // Mendeleev Communications. 2017. Vol. 28. No. 1. pp. 20-21.
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TY - JOUR
DO - 10.1016/j.mencom.2018.01.004
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.01.004
TI - Reaction of 1-(het)aryl-3-bromoprop-2-ynones with furans in solid metal oxides or salts: cross-coupling or cycloaddition?
T2 - Mendeleev Communications
AU - Tomilin, Denis Nikolaevich
AU - Sobenina, Lyubov Nikolaevna
AU - Gotsko, Maxim Dmitrievich
AU - Ushakov, Igor Alekseevich
AU - Trofimov, Boris Aleksandrovich
PY - 2017
DA - 2017/12/22
PB - Mendeleev Communications
SP - 20-21
IS - 1
VL - 28
ER -
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@article{2017_Tomilin,
author = {Denis Nikolaevich Tomilin and Lyubov Nikolaevna Sobenina and Maxim Dmitrievich Gotsko and Igor Alekseevich Ushakov and Boris Aleksandrovich Trofimov},
title = {Reaction of 1-(het)aryl-3-bromoprop-2-ynones with furans in solid metal oxides or salts: cross-coupling or cycloaddition?},
journal = {Mendeleev Communications},
year = {2017},
volume = {28},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.01.004},
number = {1},
pages = {20--21},
doi = {10.1016/j.mencom.2018.01.004}
}
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Tomilin, Denis Nikolaevich, et al. “Reaction of 1-(het)aryl-3-bromoprop-2-ynones with furans in solid metal oxides or salts: cross-coupling or cycloaddition?.” Mendeleev Communications, vol. 28, no. 1, Dec. 2017, pp. 20-21. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.01.004.

Abstract

1-(Het)aryl-3-bromoprop-2-ynones react with 2-(2-furyl)pyrrole in the Al2O3 or K2CO3 dispersion (room temperature, 1 h) to afford the cross-coupling products either at the furan or pyrrole rings. Furan and 2-methylfuran with 3-bromo-1-phenylprop-2-ynone under the same conditions give the Diels–Alder cycloadducts, while furan-2-carbaldehyde andits acetals are inactive.

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