钯催化bdan包盖炔的杂环反应：快速获得复合吲哚支架

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-09-15 DOI:10.1021/acs.joc.5c01781

Dean D. Roberts, , , John M. Halford-McGuff, , , Marek Varga, , , Aidan P. McKay, , and , Allan J. B. Watson*,

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引用次数: 0

摘要

我们报道了通过钯（Pd）催化的2-碘苯胺衍生物和Bdan盖顶的炔烃（Bdan, 1,8-二氨基萘硼酰胺）的杂环合成2-吲哚基硼酰胺。该工艺具有高度的区域选择性，可提供多种c2 -硼化吲哚。通过四元生物碱骨架的简明合成，说明了该工艺的合成效用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Palladium-Catalyzed Heteroannulation of Bdan-Capped Alkynes: Rapid Access to Complex Indole Scaffolds

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Palladium-Catalyzed Heteroannulation of Bdan-Capped Alkynes: Rapid Access to Complex Indole Scaffolds

We report the synthesis of 2-indolylboramides via a palladium (Pd)-catalyzed heteroannulation of 2-iodoaniline derivatives and Bdan-capped alkynes (Bdan, 1,8-diaminonaphthalene boronamide). The process is highly regioselective, affording a diverse range of C2-borylated indoles. The synthetic utility of the process is demonstrated through the concise synthesis of the Tetradium alkaloid skeleton.

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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.