GaCl3‐Promoted Reactions of Donor‐Acceptor Cyclopropanes with Conjugated Diacetylenes

GaCl3‐Promoted Reactions of Donor‐Acceptor Cyclopropanes with Conjugated Diacetylenes Full article

Journal

Asian Journal of Organic Chemistry
ISSN: 2193-5815 , E-ISSN: 2193-5807

Output data

Year: 2025, Volume: 14, Number: 9, Pages: e00392 Pages count : DOI: 10.1002/ajoc.202500392

Authors

Borisova Irina A. ¹ , Borisov Denis D. ¹ , Kolotyrkina Natalia G. ¹ , Zhou Bo ² , Ye Long‐Wu ² , Novikov Roman A. ¹ , Tomilov Yury V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences 47 Leninsky prosp. Moscow 119991 Russian Federation
2	State Key Laboratory of Physical Chemistry of Solid Surfaces Key Laboratory of Chemical Biology of Fujian Province, and College of Chemistry and Chemical Engineering Xiamen University Xiamen 361005 China

The reaction of 1,2-zwitterionic complexes of 2-arylcyclopropane-1,1-dicarboxylates (ACDC), generated using gallium trichloride, with conjugated substituted diacetylenes was studied. The series of the substituted 1,1′-binaphthalenes were obtained in yields up to 57%. The reaction occurs via a cascade addition/annulation/elimination pathway involving both triple bonds of conjugated diacetylenes. The regioselectivity of this process was studied, and it was shown that binaphthalenes formed exclusively as 1,1′-regioisomers.

Borisova I.A. , Borisov D.D. , Kolotyrkina N.G. , Zhou B. , Ye L. , Novikov R.A. , Tomilov Y.V.
GaCl3‐Promoted Reactions of Donor‐Acceptor Cyclopropanes with Conjugated Diacetylenes
Asian Journal of Organic Chemistry. 2025. V.14. N9. P.e00392. DOI: 10.1002/ajoc.202500392 WOS Scopus OpenAlex

≡ Web of science:	WOS:001532796900001
≡ Scopus:	2-s2.0-105011250588
≡ OpenAlex:	W4412567504