Synthesis of substituted naphtho[1, 2-b]benzofuran-7(8H)-ones via photoinduced rearrangement of 4H-chromen-4-one derivatives. Issue 13 (20th March 2020)

• Record Type: Journal Article
• Authors: Lichitskii, Boris V.; Melekhina, Valeriya G.; Komogortsev, Andrey N.; Milyutin, Constantine V.; Fakhrutdinov, Artem N.; Gorbunov, Yury O.; Krayushkin, Michail M.
• Is Part Of: Organic & biomolecular chemistry. Volume 18:Issue 13(2020)
• Page Start: 2501
• Page End: 2509
• Publication Date: 2020-03-20
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d0ob00149j
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A simple and efficient method was developed for the synthesis of substituted naphtho[1, 2- b ]benzofuran-7(8 H )-ones based on the photorearrangement reaction of 4 H -chromen-4-one derivatives. Abstract : A simple and efficient method was developed for the synthesis of substituted naphtho[1, 2- b ]benzofuran-7(8 H )-ones based on the photorearrangement reaction of 4 H -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.