Regio- and Diastereo-Controlled (5 + 2) Cycloaddition of gem-Difluorocyclopropenes and Oxidopyridinium Ions

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2026-10-16 Epub Date: 2026-10-01 DOI:10.1021/acs.joc.6c00926

Jing Liu, Junying Zhang, Kailiang Ding, Guoxin Yang, Jinzhong Yao, Maozhong Miao

引用次数: 0

Abstract

A method for the direct synthesis of 3,3-difluoro-9-azatricyclo[3.3.1.0^2,4]nonanes via a (5 + 2) cycloaddition between a gem-difluorocyclopropene and an oxidopyridinium ion is reported. This approach furnishes the products in moderate to good yields, with exclusive exo-selectivity and broad substrate compatibility. Its synthetic utility is further demonstrated by a gram-scale reaction and derivatization studies.

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宝石-二氟环丙烯和氧化吡啶离子的区域和非立体控制（5 + 2）环加成

摘要报道了宝石-二氟环丙烯与氧化吡啶离子通过（5 + 2）环加成直接合成3,3-二氟-9-氮杂环[3.3.1.02,4]壬烷的方法。这种方法提供了中等到良好的产量，具有独特的外选择性和广泛的底物相容性。通过克级反应和衍生化研究进一步证明了其合成的实用性。

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

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.