Energy Transfer-Mediated Carboamination of Alkenes to Access γ-Amino-1,3-dicarbonyl Scaffolds

IF 4.7 1区 化学 Q1 CHEMISTRY, ORGANIC
Organic Letters Pub Date : 2026-10-16 Epub Date: 2026-10-05 DOI:10.1021/acs.orglett.6c04244
Cong Huang, Qian Zhang, Mei Xiang, Jie Gao, Kai Chen, Yu Zheng, Hua Yang
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引用次数: 0

Abstract

A visible light-induced, energy transfer-mediated strategy for the carboamination of alkenes was developed using a rationally designed enyl oxime ester-based bifunctional reagent, enabling the efficient construction of structurally diverse γ-amino-1,3-dicarbonyl compounds. The novel bifunctional reagent can be facilely prepared from readily available feedstock chemicals, and the rationale of this structural design relies on the resonance-driven spin center shift (SCS) to generate the key carbon-centered radical. A wide range of alkenes participated in this transformation smoothly, affording the desired products in moderate to good yields with excellent functional group tolerance and high regioselectivity (>20:1). This work not only provides a new strategy for the efficient construction of γ-amino-1,3-dicarbonyl scaffolds but also demonstrates the potential of innovative bifunctional reagent design in expanding the synthetic utility of energy transfer catalysis.

能量转移介导烯基碳胺化以获得γ-氨基-1,3-二羰基支架
摘要采用合理设计的烯基肟酯双功能试剂,建立了一种可见光诱导、能量转移介导的烯烃碳胺化策略,可高效构建结构多样的γ-氨基-1,3-二羰基化合物。这种新型双功能试剂可以很容易地从现成的原料化学物质中制备出来,这种结构设计的基本原理依赖于共振驱动的自旋中心移位(SCS)来产生关键的碳中心自由基。广泛的烯烃顺利地参与了这一转变,以中等到良好的收率提供所需的产品,具有优异的官能团耐受性和高区域选择性(>20:1)。这项工作不仅为高效构建γ-氨基-1,3-二羰基支架提供了新的策略,而且还展示了创新双功能试剂设计在扩大能量转移催化合成用途方面的潜力。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Organic Letters
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.
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