Home / Publications / Gallium(iii)-mediated dimerization routes for (5-phenyl-2-thienyl)cyclopropane-1,1-dicarboxylate

Gallium(iii)-mediated dimerization routes for (5-phenyl-2-thienyl)cyclopropane-1,1-dicarboxylate

Denis Dmitrievich Borisov 1
Denis Dmitrievich Borisov
, 
Roman Aleksandrovich Novikov 1
Roman Aleksandrovich Novikov
, 
10.1016/j.mencom.2022.03.005
Published 2022-03-06
Communication , Volume 32, Issue 2, 170-172
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Borisov D. D., Novikov R. A., Tomilov Y. V. Gallium(iii)-mediated dimerization routes for (5-phenyl-2-thienyl)cyclopropane-1,1-dicarboxylate // Mendeleev Communications. 2022. Vol. 32. No. 2. pp. 170-172.
GOST all authors (up to 50) Copy
Borisov D. D., Novikov R. A., Tomilov Y. V. Gallium(iii)-mediated dimerization routes for (5-phenyl-2-thienyl)cyclopropane-1,1-dicarboxylate // Mendeleev Communications. 2022. Vol. 32. No. 2. pp. 170-172.
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TY - JOUR
DO - 10.1016/j.mencom.2022.03.005
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.03.005
TI - Gallium(iii)-mediated dimerization routes for (5-phenyl-2-thienyl)cyclopropane-1,1-dicarboxylate
T2 - Mendeleev Communications
AU - Borisov, Denis Dmitrievich
AU - Novikov, Roman Aleksandrovich
AU - Tomilov, Yury Vasil'evich
PY - 2022
DA - 2022/03/06
PB - Mendeleev Communications
SP - 170-172
IS - 2
VL - 32
ER -
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@article{2022_Borisov,
author = {Denis Dmitrievich Borisov and Roman Aleksandrovich Novikov and Yury Vasil'evich Tomilov},
title = {Gallium(iii)-mediated dimerization routes for (5-phenyl-2-thienyl)cyclopropane-1,1-dicarboxylate},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Mar},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.03.005},
number = {2},
pages = {170--172},
doi = {10.1016/j.mencom.2022.03.005}
}
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Borisov, Denis Dmitrievich, et al. “Gallium(iii)-mediated dimerization routes for (5-phenyl-2-thienyl)cyclopropane-1,1-dicarboxylate.” Mendeleev Communications, vol. 32, no. 2, Mar. 2022, pp. 170-172. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.03.005.

Keywords

(Thiophen-2-yl)cyclopropane dicarboxylate
donor–acceptor cyclopropanes
Gallium salts
Ipso-dimerization
Pentaleno[6a,1-b]-thiophenes

Abstract

A selectivity-switched dimerization process for (5-phenyl-2-thienyl)cyclopropane-1,1-dicarboxylate under activation conditions with anhydrous Gaiii salts was developed. Using GaCl3 or Ga(NTf2)3 as catalysts, 3a,4,5a,6,7,8-hexahydro-5H-pentaleno[6a,1-b]thiophene and 5,6-dihydro-4H-cyclo-penta[b]thiophene derivatives can be selectively obtained as a result of ipso-type and [3+2]-annulation type dimerization. The crucial role of a phenyl substituent at position 5 of the thiophene ring and some regularities are discussed.

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