Visible-Light Photoredox-Catalyzed Trifunctionalization of Unactivated Alkenes via Diamidation and Cyano Migration

IF 4.4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2024-10-04 DOI:10.1002/adsc.202400987

Abuthayir Mohamathu Ghouse, Bathula Maheswari, Srirama Murthy Akondi

引用次数: 0

Abstract

A visible-light-promoted, nitrogen-centered radical-initiated trifunctionalization of 5-hexenenitriles via diamidation and 1,4-cyano migration, using 1 mol% fac-Ir(ppy)₃ as the photoredox catalyst, is reported. In this protocol, the O-acylhydroxylamine derivative acts as a bifunctional reagent, and the carbonitrile solvent also participates in the reaction. This transformation proceeds at room temperature without the need for an external oxidant or reductant, yielding a wide range of functionalized β-amino nitriles, including the derivatives of natural products and pharmaceuticals.

查看原文本刊更多论文

通过二胺化和氰迁移实现可见光光氧化催化未活化烯烃的三官能化

本研究以 1 mol%的 fac-Ir(PY)₃为光氧化催化剂，通过二元化和 1,4-Cyano 迁移，报道了一种可见光促进的、以氮为中心的自由基引发的 5-hexenitriles 三官能化反应。在该方案中，O-酰基羟胺衍生物是一种双功能试剂，碳腈溶剂也参与了反应。这种转化在室温下进行，无需外加氧化剂或还原剂，可得到多种功能化的 β-氨基腈，包括天然产品和药物的衍生物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

来源期刊

Advanced Synthesis & Catalysis 化学-应用化学

CiteScore

9.40

自引率

7.40%

发文量

447

审稿时长

1.8 months

期刊介绍： Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.