FeCl3-Catalyzed Photochemical Reductive Transamidation of Nitroarenes: A Sustainable Approach Using Sacrificial C–H Bonds

IF 4.4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2025-02-25 DOI:10.1002/adsc.202401574

Karthik Rajan Rajamanickam, Minwoo Park, Kyungho Park, Sunwoo Lee

引用次数: 0

Abstract

A sustainable photochemical reductive transamidation of nitroarenes catalyzed by FeCl3 under blue LED irradiation is reported. This method eliminates the need for pre-reduction steps or stoichiometric reducing agents by utilizing sacrificial C-H bonds from organic solvents. The reaction proceeds via FeCl3-catalyzed single-electron transfer (SET) and hydrogen atom transfer (HAT) cascades. A previously unreported intermediate formed between nitroarenes and N-methylpyrrolidone (NMP) is discovered, playing a crucial role in facilitating substitution with amides. The method exhibits broad functional group tolerance and achieves yields up to 82%, demonstrating compatibility with a wide range of nitroarenes and amides.

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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.