Transformation of 3-(Furan-2-yl)-1,3-di(het)arylpropan-1-ones to Prop-2-en-1-ones via Oxidative Furan Dearomatization/2-Ene-1,4,7-triones Cyclization

Transformation of 3-(Furan-2-yl)-1,3-di(het)arylpropan-1-ones to Prop-2-en-1-ones via Oxidative Furan Dearomatization/2-Ene-1,4,7-triones Cyclization Full article

Journal

Molecules
ISSN: 1420-3049

Output data

Year: 2021, Volume: 26, Number: 9, Article number : 2637, Pages count : DOI: 10.3390/molecules26092637

Authors

Shcherbakov Roman O. ¹ , Eshmemet’eva Diana A. ¹ , Merkushev Anton A. ¹ , Trushkov Igor V. ^2,3 , Uchuskin Maxim G. ¹

Affiliations

1	Department of Chemistry, Perm State University, Bukireva st. 15, 614990 Perm, Russia.
2	D. Rogachev National Medical Research Center of Pediatric Hematology, Oncology and Immunology, Samory Mashela St. 1, 117997 Moscow, Russia
3	N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky Pr. 47, 119334 Moscow, Russia

The approach to 3-(furan-2-yl)-1,3-di(het)arylprop-2-en-1-ones based on the oxidative dearomatization of 3-(furan-2-yl)-1,3-di(het)arylpropan-1-ones followed by an unusual cyclization of the formed di(het)aryl-substituted 2-ene-1,4,7-triones has been developed. The cyclization step is related to the Paal–Knorr synthesis, but the furan ring formation is accompanied in this case by a formal shift of the double bond through the formation of a fully conjugated 4,7-hydroxy-2,4,6-trien-1-one system or its surrogate.

Shcherbakov R.O. , Eshmemet’eva D.A. , Merkushev A.A. , Trushkov I.V. , Uchuskin M.G.
Transformation of 3-(Furan-2-yl)-1,3-di(het)arylpropan-1-ones to Prop-2-en-1-ones via Oxidative Furan Dearomatization/2-Ene-1,4,7-triones Cyclization
Molecules. 2021. V.26. N9. 2637 . DOI: 10.3390/molecules26092637 WOS Scopus OpenAlex

Web of science:	WOS:000650680900001
Scopus:	2-s2.0-85105491057
OpenAlex:	W3159614043

DB	Citing
OpenAlex	2
Scopus	3
Web of science	2