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Synthesis of substituted naphtho[1,2-b]benzofuran-7(8H)-ones via photoinduced rearrangement of 4H-chromen-4-one derivatives
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2020/03/11 , DOI: 10.1039/d0ob00149j
Boris V. Lichitskii 1, 2, 3, 4 , Valeriya G. Melekhina 1, 2, 3, 4 , Andrey N. Komogortsev 1, 2, 3, 4 , Constantine V. Milyutin 1, 2, 3, 4 , Artem N. Fakhrutdinov 1, 2, 3, 4 , Yury O. Gorbunov 1, 2, 3, 4 , Michail M. Krayushkin 1, 2, 3, 4
Affiliation  

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.

中文翻译:

通过4H-色烯-4-酮衍生物的光诱导重排合成取代的萘并[1,2-b]苯并呋喃-7(8H)-酮

基于4 H -chromen-4-one衍生物的光重排反应,开发了一种简单高效的合成取代萘[1,2 - b ]苯并呋喃-7(8 H)-的方法。研究的反应包括己三烯系统的光环化,[1,9] -H- σ重排和杂环开环。起始亚芳基是通过3-(二甲基氨基)-1-(2-羟基芳基)丙-2-烯-1-酮,芳基乙二醛和环状1,3-二酮的新三组分串联缩合制备的。
更新日期:2020-04-01
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