Rh(III)-Catalyzed C(sp2)–H and C(sp2)–C(sp2) Bond Activation of Aryl Oximes with CF3-Imidoyl Sulfoxonium Ylides: Access to N-(2-Cyanoaryl)-3-(Trifluoromethyl)isoquinolin-1(2H)-Imines

IF 4.4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2025-02-04 DOI:10.1002/adsc.202500038

pinyi li, Jian Chen, Zuguang Yang, Zhengkai Chen

引用次数: 0

Abstract

A rhodium(III)-catalyzed redox-neutral C-H and C-C bond activation reaction of aryl oximes and CF3-substituted imidoyl sulfoxonium ylides (TFISYs) has been described, producing a wide variety of N-(2-cyanoaryl)-3-(trifluoromethyl)isoquinolin-1(2H)-imines in moderate to excellent yields. The transformation might involve a consecutive C(sp2)–H bond activation, intramolecular spiro-cyclization, C-C bond activation and N-O bond cleavage sequence. This developed protocol provides a direct entry to diverse trifluoromethyl and nitrile-containing heterocycles with the generation of water and dimethyl sulfoxide as by-products.

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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.