钯催化 4-乙烯基-4-丁内酯与氨基磺酸盐衍生环状亚胺的 [3 + 2] 环加成反应：构建氨基磺酸盐融合吡咯烷。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-11-07 Epub Date: 2024-11-06 DOI:10.1039/d4ob01611d

Honghao Sun , Siyuan Ding , Bo Wang , Jiaxing Huang , Hongchao Guo

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引用次数: 0

摘要

该研究开发了钯催化 4-乙烯基-4-丁内酯与氨基磺酸盐衍生环状亚胺的[3 + 2]脱羧环加成反应，提供了高产率和良好非对映选择性的氨基磺酸盐融合吡咯烷衍生物。该反应的放大和进一步衍生产品的工作进展顺利，证明了当前反应在有机合成中的潜在应用。此外，还提出了一种合理的反应机理。

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Palladium-catalyzed [3 + 2] cycloaddition of 4-vinyl-4-butyrolactones with sulfamate-derived cyclic imines: construction of sulfamate-fused pyrrolidines†

The palladium-catalyzed [3 + 2] decarboxylative cycloaddition of 4-vinyl-4-butyrolactones with sulfamate-derived cyclic imines has been developed, providing the sulfamate-fused pyrrolidine derivatives in high yields with good diastereoselectivities. The scale-up reaction and further derivation of the product worked well, demonstrating the potential application of the current reaction in organic synthesis. A plausible reaction mechanism was also proposed.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.