Palladium-Catalyzed Directed Alkenylation of Alkyl Amides with Unactivated Alkenes: Access to γ-Alkenyl γ-Lactams

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-13 DOI:10.1021/acs.orglett.5c00486

Madhab Barman, Santu Mandal, Maniya V. Nanjegowda, Tharmalingam Punniyamurthy

引用次数: 0

Abstract

Pd(II)-catalyzed cascade C(sp³)–H alkenylation and cyclization of alkyl amides with readily accessible unactivated alkenes have been accomplished. Alkenylation and subsequent intramolecular cyclization empowered the formation of functionalized γ-lactams, which present as an active core of several bioactive and natural products. The use of catalytic Cu(OAc)₂ along with molecular oxygen as the oxidant, a 2-chloropyridine ligand, site selectivity, the substrate scope, and gram-scale synthesis are important practical features.

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钯催化烷基酰胺与未活化烯烃的定向烯化反应：获得γ-烯基γ-内酰胺

Pd（II）催化的级联C(sp3) -H烯化反应和烷基酰胺与易接近的未活化烯烃的环化反应已经完成。烯基化和随后的分子内环化增强了功能化γ-内酰胺的形成，它是几种生物活性和天然产物的活性核心。使用Cu(OAc)2和分子氧作为氧化剂、2-氯吡啶配体、位点选择性、底物范围和克级合成是重要的实用特征。

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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.