Synthesis of substituted naphtho[1,2-b]benzofuran-7(8H)-ones via photoinduced rearrangement of 4H-chromen-4-one derivatives

Synthesis of substituted naphtho[1,2-b]benzofuran-7(8H)-ones via photoinduced rearrangement of 4H-chromen-4-one derivatives Full article

Journal

Organic and Biomolecular Chemistry
ISSN: 1477-0520 , E-ISSN: 1477-0539

Output data

Year: 2020, Volume: 18, Number: 13, Pages: 2501-2509 Pages count : 9 DOI: 10.1039/d0ob00149j

Authors

Lichitskii Boris V ¹ , Melekhina Valeriya G ¹ , Komogortsev Andrey N ¹ , Milyutin Constantine V ¹ , Fakhrutdinov Artem N ¹ , Gorbunov Yury O ¹ , Krayushkin Michail M ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Pr., 47, Moscow 119991, Russian Federation

A simple and efficient method was developed for the synthesis of substituted naphtho[1,2-b]benzofuran-7(8H)-ones based on the photorearrangement reaction of 4H-chromen-4-one derivatives. The studied reaction includes the photocyclization of the hexatriene system, [1,9]-H-sigmatropic rearrangement and heterocyclic ring opening. The starting terarylenes were prepared via a new three-component tandem condensation of 3-(dimethylamino)-1-(2-hydroxyaryl)prop-2-en-1-ones, arylglyoxals and cyclic 1,3-diketones.

Lichitskii B.V. , Melekhina V.G. , Komogortsev A.N. , Milyutin C.V. , Fakhrutdinov A.N. , Gorbunov Y.O. , Krayushkin M.M.
Synthesis of substituted naphtho[1,2-b]benzofuran-7(8H)-ones via photoinduced rearrangement of 4H-chromen-4-one derivatives
Organic and Biomolecular Chemistry. 2020. V.18. N13. P.2501-2509. DOI: 10.1039/d0ob00149j WOS Scopus OpenAlex

Web of science:	WOS:000526693800013
Scopus:	2-s2.0-85082780287
OpenAlex:	W3010656744

DB	Citing
OpenAlex	20
Scopus	20
Web of science	19