pd催化环丙醇与2- br -对醌类/2- br -肉桂酸酯的交叉偶联及1,6-和1,4-共轭加成反应

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-10 DOI:10.1021/acs.orglett.5c0009210.1021/acs.orglett.5c00092

Baliram B. Mane, Amol T. Savekar and Suresh B. Waghmode*,

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引用次数: 0

摘要

揭示了一种新的级联pd催化环丙醇衍生的高烯酸酮与2- br -对醌和2- br -肉桂酸酯的交叉偶联反应，然后是1,6-和1,4-共轭加成反应。该工艺通过与2-溴对醌类和2-溴肉桂酸酯的交叉偶联反应生成C-C键，将各种环丙醇转化为酮同烯酸酯。该方法的显著特点包括操作简单，反应条件温和，环境友好，效率高，产率好，底物范围广。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Pd-Catalyzed Cross-Coupling of Cyclopropanols with 2-Br-p-Quinone Methides/2-Br-Cinnamate Esters Followed by a 1,6- and 1,4-Conjugate Addition Reaction

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Pd-Catalyzed Cross-Coupling of Cyclopropanols with 2-Br-p-Quinone Methides/2-Br-Cinnamate Esters Followed by a 1,6- and 1,4-Conjugate Addition Reaction

A novel cascade Pd-catalyzed cross-coupling reaction of cyclopropyl alcohol-derived ketone homoenolate with 2-Br-p-quinone methides and 2-Br-cinnamate esters followed by a 1,6- and 1,4-conjugate addition reaction is disclosed. This protocol converts various cyclopropyl alcohols into ketone homoenolate, which undergoes C–C bond formation by a cross-coupling reaction with 2-Br p-quinone methides and 2-Br-cinnamate esters. The salient features of this methodology include its operational simplicity, mild reaction conditions, an environmentally benign protocol, high efficiency, good to excellent yields, and a wide substrate scope.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.