Palladium-catalyzed carbonylative cross-coupling reaction of triarylantimony dicarboxylates with arylboronic acids: Synthesis of biaryl ketones

Qin, Weiwei; Yasuike, Shuji; Kakusawa, Naoki; Kurita, Jyoji

doi:10.1016/j.jorganchem.2008.05.039

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Carbonylative Suzuki Reactions1

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Cited by 17 publications

(1 citation statement)

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“…Kurita and co-workers described a carbonylative coupling of triarylantimony dicarboxylates with arylboronic acids (Scheme 71). 88 Remarkably, no base was needed in this system.…”

Section: Carbonylative Suzuki Reactionsmentioning

confidence: 99%

Palladium-catalyzed carbonylative coupling reactions between Ar–X and carbon nucleophiles

2011

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Palladium-catalyzed carbonylative coupling reactions of aromatic halides and related compounds have undergone a rapid development during recent years. Nowadays, a plethora of palladium catalysts are available for the synthesis of ketones, alkynones, chalcones, etc., which are important intermediates in the manufacture of dyes, pharmaceuticals, agrochemicals, and other industrial products. In this critical review, we summarize the development of these carbonylative transformations with carbon nucleophiles (136 references).

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“…Kurita and co-workers described a carbonylative coupling of triarylantimony dicarboxylates with arylboronic acids (Scheme 71). 88 Remarkably, no base was needed in this system.…”

Section: Carbonylative Suzuki Reactionsmentioning

confidence: 99%

Palladium-catalyzed carbonylative coupling reactions between Ar–X and carbon nucleophiles

2011

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Organopalladium Chemistry

Bräse¹

2013

Organometallics in Synthesis

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Palladium‐Catalyzed Suzuki Carbonylative Reaction of α‐Halomethyl Oxime Ethers: A Regioselective Route to Unsymmetrical 1,3‐Oxyiminoketones

2014

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The three‐component reaction of α‐halomethyl oxime ethers, boronic acids and carbon monoxide at atmospheric pressure catalyzed by tetrakis(triphenylphosphine)palladium(0) gives efficiently unsymmetrical β‐alkoxyimino carbonyl compounds with total control of the regioselectivity, in high yield and atomic economy. Simple commercially available starting materials are used in this synthetic procedure. The three components assembly takes place preferentially versus the competing direct coupling or other possible side reactions. The mechanism of the transformation was investigated by NMR and intermediate palladium(II) complexes were detected.magnified image

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Palladium-catalyzed carbonylative cross-coupling reaction of triarylantimony dicarboxylates with arylboronic acids: Synthesis of biaryl ketones

Cited by 17 publications

References 30 publications

Palladium-catalyzed carbonylative coupling reactions between Ar–X and carbon nucleophiles

Palladium-catalyzed carbonylative coupling reactions between Ar–X and carbon nucleophiles

Organopalladium Chemistry

Palladium‐Catalyzed Suzuki Carbonylative Reaction of α‐Halomethyl Oxime Ethers: A Regioselective Route to Unsymmetrical 1,3‐Oxyiminoketones

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