可见光触发的有机光氧化还原催化3-（苄基）吲哚氧化为吲哚-3-甲醇和3-酰基吲哚。

IF 2.9 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2025-05-21 DOI:10.1039/d5ob00401b

Sourav Ghosh, Gopal Rana, Abhishek Kar, Rajkamal Sahoo, Umasish Jana

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引用次数: 0

摘要

研究了一种可见光触发、伊红y催化的3-（苄基）吲哚氧化异构化/碳氧键形成的方法，以获得结构多样的吲哚-3-甲醇和3-酰基吲哚，收率很高。这种新工艺不含金属，反应条件温和，原料容易获得，反应条件环保。初步的机理研究表明，最初是通过单电子转移（SET）机制形成的，通过亲核加成H2O促进级联异构化和C-O键的形成。

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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Visible-light-triggered organophotoredox-catalyzed oxidation of 3-(benzylidine)indoline to indole-3-carbinols and 3-acyl indoles.

A visible-light-triggered, Eosin-Y-catalyzed oxidative isomerization/carbon-oxygen bond formation of 3-(benzylidine) indolines has been explored to afford structurally diverse indole-3-carbinols and 3-acyl indoles in good-to-excellent yields. This new protocol is metal-free and features mild reaction conditions, easily available starting materials, and environmentally benign reaction conditions. A preliminary mechanistic study reveals that initially, an iminium ion-radical intermediate is formed via a single electron transfer (SET) mechanism, which facilitates cascade isomerization and C-O bond formation through the nucleophilic addition of H₂O.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.