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.

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2025-03-21 Epub Date: 2025-03-10 DOI:10.1021/acs.orglett.5c00092

Baliram B Mane, Amol T Savekar, Suresh B Waghmode

引用次数: 0

Abstract

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.