亲核试剂的化学选择性双烯丙基取代：获得四氢吲哚和四氢咔唑

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-04-22 DOI:10.1021/acs.joc.5c00121

Bocheng Chen, Lucas Pagès, Cyrille Kouklovsky, Sébastien Prévost, Aurélien de la Torre

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引用次数: 0

摘要

描述了涉及两种不同的碳亲核试剂的化学选择性双烯丙基取代。该反应依赖于双催化方法，路易斯酸促进第一步烯丙基取代，Pd促进第二步。从简单的烯丙二醇开始，可以得到多种多环结构，包括四氢吲哚、四氢咔唑和四氢萘。

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Chemoselective Double Allylic Substitutions with Carbon Nucleophiles: Access to Tetrahydroindoles and Tetrahydrocarbazoles

A chemoselective double allylic substitution involving two different carbon nucleophiles is described. The reaction relies on a dual catalytic approach, with a Lewis acid promoting the first allylic substitution and Pd promoting the second step. Starting from simple allylic diols, a diversity of polycyclic structures can be obtained, including tetrahydroindole, tetrahydrocarbazole, and tetrahydronaphthalene.

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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.