利用双相串联重排-环化方法光化学构建铬酮融合雌酮。

IF 2.5 4区生物学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY

Photochemistry and Photobiology Pub Date : 2025-08-01 DOI:10.1111/php.70017

Matías I Quindt, Gabriel F Gola, Javier A Ramirez, Sergio M Bonesi

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引用次数: 0

摘要

以3-（2'-烯烯基）雌酮和3-（2'-烯烯基）-17-雌酮衍生物为底物，在氮气氛下直接照射254 nm，成功地实现了4-铬酮与雌酮融合的光化学制备。两相酸和碱催化方法依赖于两个连续的途径，包括光- fries重排反应和催化的分子内oxa-Michael加成，以高产量提供所需的4-铬酮融合产物。

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Photochemical construction of chromanone-fused estrones using a biphasic tandem rearrangement-cyclization approach.

A facile photochemical preparation of 4-chromanone fused to estrone has successfully been achieved upon direct irradiation with light of 254 nm under a nitrogen atmosphere employing 3-(2'-alkenoyl)estrone and 3-(2'-alkenoyl)-17-norestrone derivatives as optimal substrates. The two-phase acid- and base-catalyzed method relies upon two consecutive pathways in a one-pot fashion, involving the photo-Fries rearrangement reaction and a catalyzed intramolecular oxa-Michael addition to afford the desired 4-chromanone fused products in good yields.

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来源期刊

Photochemistry and Photobiology 生物-生化与分子生物学

CiteScore

6.70

自引率

12.10%

发文量

171

审稿时长

2.7 months

期刊介绍： Photochemistry and Photobiology publishes original research articles and reviews on current topics in photoscience. Topics span from the primary interaction of light with molecules, cells, and tissue to the subsequent biological responses, representing disciplinary and interdisciplinary research in the fields of chemistry, physics, biology, and medicine. Photochemistry and Photobiology is the official journal of the American Society for Photobiology.