通过溶剂引导的 5-碘三唑发散反应获得双环[3.1.0]己烷和环戊并[c]吡唑支架

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-11-06 DOI:10.1021/acs.orglett.4c0308210.1021/acs.orglett.4c03082

Xenia A. Barashkova, Avetik G. Gevondian, Gennadij V. Latyshev*, Yury N. Kotovshchikov*, Stanislav I. Bezzubov, Nikolay V. Lukashev and Irina P. Beletskaya,

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引用次数: 0

摘要

我们开发出了不同的方法来获得含有唑和吖嗪单元的双环[3.1.0]己烷和环戊并[c]吡唑支架。该方法涉及作为稳定重氮亚胺前体的 5-碘-1,2,3-三唑的分子内环化以及同时进行的非催化 (3 + 2) - 环加成。溶剂的选择可以控制级联转化的结果。所开发的程序简单、成本效益高，可在一锅内获得具有各种官能团的重要杂环。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Access to Bicyclo[3.1.0]hexane and Cyclopenta[c]pyrazole Scaffolds via Solvent-Directed Divergent Reactivity of 5-Iodotriazoles

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Access to Bicyclo[3.1.0]hexane and Cyclopenta[c]pyrazole Scaffolds via Solvent-Directed Divergent Reactivity of 5-Iodotriazoles

Divergent access to bicyclo[3.1.0]hexane and cyclopenta[c]pyrazole scaffolds bearing azole and azine units has been developed. The approach involves intramolecular cyclization of 5-iodo-1,2,3-triazoles acting as stable diazoimine precursors with concomitant noncatalytic (3 + 2)-cycloaddition. The choice of solvent allows control of the outcome of the cascade transformation. The developed procedure is simple and cost-efficient and allowed important heterocycles to be obtained in one-pot with various functional groups.

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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.