[4 + 2] Annulation of Donor–Acceptor Cyclopropanes with Acetylenes Using 1,2-Zwitterionic Reactivity

[4 + 2] Annulation of Donor–Acceptor Cyclopropanes with Acetylenes Using 1,2-Zwitterionic Reactivity Full article

Journal

Journal of Organic Chemistry
ISSN: 1520-6904 , E-ISSN: 0022-3263

Output data

Year: 2017, Volume: 82, Number: 5, Pages: 2724-2738 Pages count : 15 DOI: 10.1021/acs.joc.7b00209

Authors

Novikov Roman A. ^1,2 , Tarasova Anna V. ² , Denisov Dmitry A. ² , Borisov Denis D. ² , Korolev Victor A. ² , Timofeev Vladimir P. ¹ , Tomilov Yury V. ²

Affiliations

1	Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, 32 Vavilov Street, 119991 Moscow, Russian Federation
2	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991 Moscow, Russian Federation

A new process for the [4 + 2] annulation of donor–acceptor cyclopropanes with acetylenes under the effect of anhydrous GaCl3 using 1,2-zwitterion reactivity was elaborated. The reaction opens access to substituted dihydronaphthalenes, naphthalenes, and other fused carbocycles. The direction of the reaction can be efficiently controlled by temperature.

Novikov R.A. , Tarasova A.V. , Denisov D.A. , Borisov D.D. , Korolev V.A. , Timofeev V.P. , Tomilov Y.V.
[4 + 2] Annulation of Donor–Acceptor Cyclopropanes with Acetylenes Using 1,2-Zwitterionic Reactivity
Journal of Organic Chemistry. 2017. V.82. N5. P.2724-2738. DOI: 10.1021/acs.joc.7b00209 WOS Scopus OpenAlex

≡ Web of science:	WOS:000395726000039
≡ Scopus:	2-s2.0-85014513122
≡ OpenAlex:	W2588746240