Palladium-Catalyzed Decarboxylative Coupling of Potassium Oxalate Monoester with Aryl and Alkenyl Halides

An efficient method for the preparation of aryl esters has been developed via Pd-catalyzed decarboxylative coupling of potassium aryltrifluoroborates and potassium oxalate monoesters.

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Palladium-Catalyzed Decarboxylative Coupling of Potassium Oxalate Monoester with 2-Aryloxypyridines

Acta Chimica Sinica ◽

10.6023/a19050190 ◽

2019 ◽

Vol 77 (8) ◽

pp. 729 ◽

Cited By ~ 2

Author(s):

Zhong-Yuan Li ◽

Kun Jing ◽

Qi-Li Li ◽

Guan-Wu Wang

Keyword(s):

Potassium Oxalate ◽

Decarboxylative Coupling ◽

Palladium Catalyzed

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ChemInform Abstract: Palladium-Catalyzed Decarboxylative Coupling of Benzoic Acid Derivatives Using Hydrazone Ligands.

ChemInform ◽

10.1002/chin.201439095 ◽

2014 ◽

Vol 45 (39) ◽

pp. no-no

Author(s):

Takashi Mino ◽

Eri Yoshizawa ◽

Kohei Watanabe ◽

Taichi Abe ◽

Kiminori Hirai ◽

...

Keyword(s):

Benzoic Acid ◽

Benzoic Acid Derivatives ◽

Decarboxylative Coupling ◽

Palladium Catalyzed ◽

Hydrazone Ligands

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Phosphine-Free Palladium-Catalyzed Decarboxylative Coupling of Alkynylcarboxylic Acids with Aryl and Heteroaryl Halides

Advanced Synthesis & Catalysis ◽

10.1002/adsc.201200876 ◽

2013 ◽

Vol 355 (4) ◽

pp. 705-710 ◽

Cited By ~ 18

Author(s):

Police Vishnuvardhan Reddy ◽

Pottabathula Srinivas ◽

Manne Annapurna ◽

Suresh Bhargava ◽

Jorg Wagler ◽

...

Keyword(s):

Decarboxylative Coupling ◽

Palladium Catalyzed

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ChemInform Abstract: Regioswitchable Palladium-Catalyzed Decarboxylative Coupling of 1,3-Dicarbonyl Compounds.

ChemInform ◽

10.1002/chin.201551052 ◽

2015 ◽

Vol 46 (51) ◽

pp. no-no

Author(s):

Miles Kenny ◽

Jeppe Christensen ◽

Simon J. Coles ◽

Vilius Franckevicius

Keyword(s):

Dicarbonyl Compounds ◽

Decarboxylative Coupling ◽

Palladium Catalyzed

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Palladium-catalyzed decarboxylative coupling reaction with alkynyl carboxylic acids and arylsiloxanes

Tetrahedron Letters ◽

10.1016/j.tetlet.2016.08.095 ◽

2016 ◽

Vol 57 (41) ◽

pp. 4581-4584 ◽

Cited By ~ 8

Author(s):

Jisun Jang ◽

Gabriel Charles Edwin Raja ◽

Ju-Hyeon Lee ◽

Yujeong Son ◽

Jimin Kim ◽

...

Keyword(s):

Carboxylic Acids ◽

Coupling Reaction ◽

Decarboxylative Coupling ◽

Palladium Catalyzed

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Aryl Chlorides as Coupling Partners in the Palladium-catalyzed Decarboxylative Coupling Reactions of Propiolic Acids

Bulletin of the Korean Chemical Society ◽

10.1002/bkcs.11298 ◽

2017 ◽

Vol 38 (11) ◽

pp. 1368-1371 ◽

Cited By ~ 2

Author(s):

Ju-Hyeon Lee ◽

Gabriel Charles Edwin Raja ◽

Jimin Kim ◽

Kye Chun Nam ◽

Sunwoo Lee

Keyword(s):

Coupling Reactions ◽

Aryl Chlorides ◽

Decarboxylative Coupling ◽

Palladium Catalyzed

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SYNTHESIS–SYNLETT Lecture: Toward the Asymmetric Synthesis of Tetrapetalone A: Preparation of an Enantioenriched Indane Intermediate and Strategy for Endgame Glycosylation

Synthesis ◽

10.1055/s-0036-1591747 ◽

2018 ◽

Vol 50 (06) ◽

pp. 1238-1245 ◽

Cited By ~ 3

Author(s):

Alison Frontier ◽

Peter Carlsen ◽

Eric Stoutenburg

Keyword(s):

Asymmetric Synthesis ◽

Natural Product ◽

Chiral Auxiliary ◽

Glycosidic Linkage ◽

Nazarov Cyclization ◽

Tetrapetalone A ◽

Decarboxylative Coupling ◽

Palladium Catalyzed ◽

Synthetic Intermediate

A chiral auxiliary is employed to obtain, via Nazarov cyclization, a synthetic intermediate crucial to our previously reported synthesis of the tetrapetalone A core. This indane derivative, corresponding to the A and B rings of the tetrapetalone natural product skeleton, is then used to test an endgame strategy for installation of the β-rhodinosyl group on ring B. A palladium-catalyzed decarboxylative coupling is described that effects the exclusive formation of the desired β-glycosidic linkage, and the target rhodinose moiety can be obtained via hydrogenation.

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