Arylation of N‐Methyl‐2‐oxindole with Arylboronic Acids in Water Catalyzed by Palladium(II) Pincer Complexes with a Low Catalyst Loading. Issue 6 (20th February 2017)

• Record Type: Journal Article
• Authors: Vignesh, Arumugam; Kaminsky, Werner; Dharmaraj, Nallasamy
• Is Part Of: ChemCatChem. Volume 9:Issue 6(2017)
• Page Start: 910
• Page End: 914
• Publication Date: 2017-02-20
• Subjects: C−H activation -- homogeneous catalysis -- nitrogen heterocycles -- palladium -- synthesis design; Catalysis -- Periodicals; 541.39505
• DOI: 10.1002/cctc.201601411
• Languages: English
• ISSNs: 1867-3880

Abstract

Abstract: Two new Pd II ONO pincer complexes were utilized efficiently as homogeneous catalysts for the site‐selective C3‐arylation of N ‐methyl‐2‐oxindole with arylboronic acids at room temperature in aqueous media to yield a series of 3‐aryl‐ N ‐methyl‐2‐oxindoles. This catalytic reaction progressed well with a low catalyst loading (0.01 mol %) under open‐flask conditions. Notably, a column‐chromatography‐free method for the quantitative preparation of C3‐arylated N ‐methyl‐2‐oxindoles is reported. The catalyst showed good compatibility with wide range of substrates with recyclability in up to five consecutive runs without an appreciable loss of yield. Abstract : Power of palladium pincer complex : Two new Pd II ONO pincer complexes are utilized efficiently as homogeneous catalysts for the site‐selective C3‐arylation of N ‐methyl‐2‐oxindole with arylboronic acids at room temperature in aqueous media to yield a series of 3‐aryl‐ N ‐methyl‐2‐oxindoles.