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 Full article

Journal

Mendeleev Communications
ISSN: 1364-551X , E-ISSN: 0959-9436

Output data

Year: 2022, Volume: 32, Number: 2, Pages: 170-172 Pages count : 3 DOI: 10.1016/j.mencom.2022.03.005

Authors

Borisov Denis D. ¹ , Novikov Roman A. ¹ , Tomilov Yury V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation

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.

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. V.32. N2. P.170-172. DOI: 10.1016/j.mencom.2022.03.005 WOS Scopus OpenAlex

≡ Web of science:	WOS:000807715400006
≡ Scopus:	2-s2.0-85127329599
≡ OpenAlex:	W4220907464