Acceptorless Dehydrogenative Aminoalkylation of Allylic C(sp3)–H Bonds via Reversible Hydrogen Atom Transfer

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-06-25 DOI:10.1021/acs.orglett.5c01300

Kodai Minami, Hiroki Fujita, Kohsuke Ohmatsu* and Takashi Ooi*,

引用次数: 0

Abstract

Photoinduced acceptorless dehydrogenative cross-coupling between the benzylic C(sp³)–H bonds of N-benzylanilines and the allylic C(sp³)–H bonds of alkenes was developed through the combined use of an Ir-based photosensitizer, silyl thiol, and 1,2,3-triazolium amidate as catalysts. This protocol exploits the fast and reversible hydrogen atom transfer between α-aminoalkyl radicals and the silyl thiol to facilitate the cross-coupling, directly routing complex aniline derivatives from readily available, less functionalized starting materials under mild conditions.

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烯丙基C(sp3)-H键可逆氢原子转移的无受体脱氢氨基烷基化反应。

采用基于ir的光敏剂、硅基硫醇和1,2,3-三唑酰胺作为催化剂，在n -苄基苯胺的苯基C(sp3)-H键和烯丙基C(sp3)-H键之间建立了光诱导无受体交叉偶联反应。该方案利用α-氨基烷基自由基和硅基硫醇之间快速可逆的氢原子转移，促进交叉偶联，在温和的条件下，直接从容易获得的，功能化程度较低的起始材料中生成复杂的苯胺衍生物。

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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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.