Ni-Catalyzed Carbonylative Four-Component Spirocyclization Cascade of BCB-Tethered Allyl Amides and Esters

IF 13.1 1区 化学 Q1 CHEMISTRY, PHYSICAL
Yan Zhao, Hong Xin, Qi-Chao Shan, Xin-Hua Duan and Li-Na Guo*, 
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引用次数: 0

Abstract

A Ni-catalyzed four-component spirocyclization/carbonylation cascade involving a [π + σ] system is presented. Various BCB-tethered allyl amides (or esters) readily reacted with activated alkyl halides and arylboronic acids under atmospheric CO pressure to afford highly functionalized spirocyclobutyl γ-lactams (or lactones) in good yields. This cascade efficiently forms four C–C bonds in one step and features a broad substrate scope and functional group tolerance. Moreover, the ease of large-scale synthesis and versatile derivatizations highlight its significant potential for applications in organic synthesis.

Abstract Image

镍催化bcb系链烯丙基酰胺和酯的羰基化四组分螺旋环化级联反应
提出了一个镍催化的[π + σ]体系的四组分螺旋环化/羰基化级联反应。各种bcb系链烯丙酰胺(或酯)很容易与活化的烷基卤化物和芳基硼酸在常压下反应,产生高官能化的螺环丁基γ-内酰胺(或内酯)。该级联在一步中有效地形成四个C-C键,具有广泛的底物范围和官能团耐受性。此外,易于大规模合成和多用途衍生化突出了其在有机合成中的巨大应用潜力。
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来源期刊
ACS Catalysis
ACS Catalysis CHEMISTRY, PHYSICAL-
CiteScore
20.80
自引率
6.20%
发文量
1253
审稿时长
1.5 months
期刊介绍: ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels. The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.
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