氮杂环[1.1.0]丁烷在应变-释放驱动下转化为功能化氮杂环丁烷的甲基化氮杂环丁酮

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-10-25 DOI:10.1021/acs.orglett.4c03577

Bandana Singh, Pujan Sasmal, Aaron Taites, Subhadeep Hazra, Jaideep Saha

引用次数: 0

摘要

本研究报告介绍了一种在 HFIP 促进下利用原位生成的偶氮邻醌甲烷活化氮杂双环[1.1.0]丁烷（ABB）的策略。与应变释放驱动的 N/C3 功能化相比，这种统一的活化方式为从 ABB 制备功能化氮杂环丁烷提供了一种新方法。此外，氮杂环丁烷氮上新安装的基团可通过 Pd 催化的氢化反应合成吲哚啉，从而获得具有药用价值的支架。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Aza-ortho-Quinone Methide Promoted Strain-Release-Driven Conversion of Azabicyclo[1.1.0]butanes into Functionalized Azetidines

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Aza-ortho-Quinone Methide Promoted Strain-Release-Driven Conversion of Azabicyclo[1.1.0]butanes into Functionalized Azetidines

A strategy for activating azabicyclo[1.1.0]butane (ABB) with in situ generated aza-ortho-quinone methide, promoted by HFIP, is reported. This unified activation, vis-à-vis strain-release-driven N/C3-functionalization, features a new means to prepare functionalized azetidines from ABB. Additionally, the newly installed motif on azetidine nitrogen could be forged into an indoline via Pd-catalyzed hydroamination, leveraging access to medicinally relevant scaffolds.

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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.