Palladium-catalyzed cyclization of 3-bromopyridine-4-carbaldehyde with carbon monoxide and carboxylic acids

We report the ligand enabled C(sp3)–H activation/olefination of free carboxylic acids in the γ-position. Through an intramolecular Michael-addition, δ-lactones are obtained as products. Two distinct ligand classes are identified that enable the challenging palladium-catalyzed activation of free carboxylic acids in the γ-position. The developed protocol features a wide range of acid substrates and olefin reaction partners and is shown to be applicable on a preparatively useful scale. Insights into the underlying reaction mechanism obtained through kinetic studies are reported.<br>

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Palladium-Catalyzed Three-Component Coupling Reaction of Benzyl Chlorides, Allyltributylstannane, and Carbon Monoxide: Efficient Synthesis of α,β-Unsaturated Ketones

CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION) ◽

10.3724/sp.j.1088.2012.10930 ◽

2013 ◽

Vol 33 (3) ◽

pp. 523-529

Author(s):

Xin ZHANG ◽

Xiujuan FENG ◽

Hesong LIU ◽

Yuhu QIN ◽

Yao DAI

Keyword(s):

Carbon Monoxide ◽

Coupling Reaction ◽

Efficient Synthesis ◽

Unsaturated Ketones ◽

Benzyl Chlorides ◽

Palladium Catalyzed ◽

Three Component Coupling

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Palladium-catalyzed carbonylation of 1,5-cyclooctadiene. Effects of temperature and pressure

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19910663 ◽

1991 ◽

Vol 56 (3) ◽

pp. 663-672 ◽

Cited By ~ 3

Author(s):

Curtis B. Anderson ◽

Rade Marković

Keyword(s):

Carbon Monoxide ◽

Oxidative Carbonylation ◽

Influence Of Temperature ◽

Carbonylation Reaction ◽

Palladium Catalyzed ◽

Effects Of Temperature ◽

Temperature And Pressure

The influence of temperature and carbon monoxide pressure on the course of oxidative carbonylation reaction of 1,5-cyclooctadiene in the presence of the palladium(II) salts as a catalyst, was investigated.

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Intermolecular C–H Amidation of Alkenes with Carbon Monoxide and Azides via Tandem Palladium Catalysis

Synthesis ◽

10.1055/a-1401-4486 ◽

2021 ◽

Author(s):

Zheng-Yang Gu ◽

Yang Wu ◽

Feng Jin ◽

Bao Xiaoguang ◽

Ji-Bao Xia

Keyword(s):

Carbon Monoxide ◽

Palladium Catalysis ◽

Computational Studies ◽

Organic Azides ◽

Reaction Proceeds ◽

Palladium Catalyzed ◽

Directing Group ◽

And Control

An atom- and step-economic intermolecular multi-component palladium-catalyzed C–H amidation of alkenes with carbon monoxide and organic azides has been developed for the synthesis of alkenyl amides. The reaction proceeds efficiently without an ortho-directing group on the alkene substrates. Nontoxic dinitrogen is generated as the sole by-product. Computational studies and control experiments have revealed that the reaction takes place via an unexpected mechanism by tandem palladium catalysis.

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