Preparation of Various Carboxylic Acid Esters from Bulky Alcohols and Carboxylic Acids by a New Type Oxidation-reduction Condensation Using 2,6-Dimethyl-1,4-benzoquinone

Teruaki Mukaiyama; Wataru Kikuchi; Taichi Shintou

doi:10.1246/cl.2003.300

Preparation of Various Carboxylic Acid Esters from Bulky Alcohols and Carboxylic Acids by a New Type Oxidation-reduction Condensation Using 2,6-Dimethyl-1,4-benzoquinone

Chemistry Letters ◽

10.1246/cl.2003.300 ◽

2003 ◽

Vol 32 (3) ◽

pp. 300-301 ◽

Cited By ~ 13

Author(s):

Teruaki Mukaiyama ◽

Wataru Kikuchi ◽

Taichi Shintou

Keyword(s):

Carboxylic Acid ◽

Carboxylic Acids ◽

Oxidation Reduction ◽

New Type ◽

Acid Esters

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Preparation of Various Carboxylic Acid Esters from Bulky Alcohols and Carboxylic Acids by a New Type Oxidation-Reduction Condensation Using 2,6-Dimethyl-1,4-benzoquinone.

ChemInform ◽

10.1002/chin.200329054 ◽

2003 ◽

Vol 34 (29) ◽

Author(s):

Teruaki Mukaiyama ◽

Wataru Kikuchi ◽

Taichi Shintou

Keyword(s):

Carboxylic Acid ◽

Carboxylic Acids ◽

Oxidation Reduction ◽

New Type ◽

Acid Esters

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Efficient Method for the Preparation of Primary, Inverted Secondary and Tertiary Alkyl Carboxylates from Alcohols and Carboxylic Acids by a New Type of Oxidation—Reduction Condensation Using Simple 1,4-Benzoquinone.

ChemInform ◽

10.1002/chin.200416066 ◽

2004 ◽

Vol 35 (16) ◽

Author(s):

Taichi Shintou ◽

Teruaki Mukaiyama

Keyword(s):

Carboxylic Acids ◽

Efficient Method ◽

Oxidation Reduction ◽

Alkyl Carboxylates ◽

New Type ◽

Tertiary Alkyl

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ChemInform Abstract: NUCLEOPHILIC ACYLATION BY α-AMINO NITRILES: SYNTHESES OF 4-OXO CARBOXYLIC ACIDS BY ADDITION OF α,β-UNSATURATED CARBOXYLIC ACID ESTERS TO METALLATED α-AMINO NITRILES

Chemischer Informationsdienst ◽

10.1002/chin.198121167 ◽

1981 ◽

Vol 12 (21) ◽

Author(s):

H. SCHICK ◽

F. THEIL ◽

H. JABLOKOFF ◽

S. SCHWARZ

Keyword(s):

Carboxylic Acid ◽

Carboxylic Acids ◽

Unsaturated Carboxylic Acid ◽

Acid Esters ◽

Nucleophilic Acylation

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From Carboxylic Acids and Carboxylic Acid Esters

Category 3, Compounds with Four and Three Carbon Heteroatom Bonds ◽

10.1055/sos-sd-022-00517 ◽

2005 ◽

pp. 1

Author(s):

K. Ostrowska ◽

A. Kolasa

Keyword(s):

Carboxylic Acid ◽

Carboxylic Acids ◽

Acid Esters

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ChemInform Abstract: Investigations in the Field of Amino(phosphine)carboxylic Acids ( Phosphinoticin and Its Analogues). Part 2. Addition Reaction of Benzylideneamino(alkyl)carboxylic Acid Esters with Vinylphosphoryl Compounds Catalyzed by Nitrogen Bases

ChemInform ◽

10.1002/chin.199332199 ◽

2010 ◽

Vol 24 (32) ◽

pp. no-no

Author(s):

I. L. ODINETS ◽

N. V. MASHCHENKO ◽

P. V. PETROVSKII ◽

T. A. MASTRYUKOVA ◽

M. I. KABACHNIK

Keyword(s):

Carboxylic Acid ◽

Carboxylic Acids ◽

Addition Reaction ◽

Nitrogen Bases ◽

Acid Esters

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Efficient Method for the Preparation of Carboxylic Acid Alkyl Esters or Alkyl Phenyl Ethers by a New-Type of Oxidation–Reduction Condensation Using 2,6-Dimethyl-1,4-benzoquinone and Alkoxydiphenylphosphines

Bulletin of the Chemical Society of Japan ◽

10.1246/bcsj.76.1645 ◽

2003 ◽

Vol 76 (8) ◽

pp. 1645-1667 ◽

Cited By ~ 46

Author(s):

Taichi Shintou ◽

Wataru Kikuchi ◽

Teruaki Mukaiyama

Keyword(s):

Carboxylic Acid ◽

Efficient Method ◽

Alkyl Esters ◽

Oxidation Reduction ◽

New Type ◽

Phenyl Ethers

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Mid-chain carboxylic acids by catalytic refining of microalgae oil

Green Chemistry ◽

10.1039/c7gc01484h ◽

2017 ◽

Vol 19 (20) ◽

pp. 4865-4870 ◽

Cited By ~ 5

Author(s):

Julia Zimmerer ◽

Lara Williams ◽

Dennis Pingen ◽

Stefan Mecking

Keyword(s):

Carboxylic Acid ◽

Carboxylic Acids ◽

Cross Metathesis ◽

Microalgae Oil ◽

Catalytic Refining ◽

Acid Esters

Microalgae oil serves as a feedstock for a biorefinery approach to mid-chain (di-) carboxylic acid esters via cross-metathesis and isomerizing alkoxycarbonylation.

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Efficient Method for the Preparation of Carboxylic Acid Alkyl Esters or Alkyl Phenyl Ethers by a New-Type of Oxidation-Reduction Condensation Using 2,6-Dimethyl-1,4-benzoquinone and Alkoxydiphenylphosphines.

ChemInform ◽

10.1002/chin.200346098 ◽

2003 ◽

Vol 34 (46) ◽

Author(s):

Taichi Shintou ◽

Wataru Kikuchi ◽

Teruaki Mukaiyama

Keyword(s):

Carboxylic Acid ◽

Efficient Method ◽

Alkyl Esters ◽

Oxidation Reduction ◽

New Type ◽

Phenyl Ethers

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Efficient Method for the Preparation of Primary, Inverted Secondary and Tertiary Alkyl Carboxylates from Alcohols and Carboxylic Acids by a New Type of Oxidation–Reduction Condensation Using Simple 1,4-Benzoquinone

Chemistry Letters ◽

10.1246/cl.2003.1100 ◽

2003 ◽

Vol 32 (12) ◽

pp. 1100-1101 ◽

Cited By ~ 7

Author(s):

Taichi Shintou ◽

Teruaki Mukaiyama

Keyword(s):

Carboxylic Acids ◽

Efficient Method ◽

Oxidation Reduction ◽

Alkyl Carboxylates ◽

New Type ◽

Tertiary Alkyl

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Ketones from Nickel-Catalyzed Decarboxylative, Non-Symmetric Cross-Electrophile Coupling of Carboxylic Acid Esters

10.26434/chemrxiv.8019419.v1 ◽

2019 ◽

Author(s):

Jiang Wang ◽

Brian P. Cary ◽

Peyton Beyer ◽

Samuel H. Gellman ◽

Daniel Weix

Keyword(s):

Carboxylic Acid ◽

Solid Support ◽

Reaction Conditions ◽

Decarboxylative Coupling ◽

New Strategy ◽

The Cross ◽

Acyl Donors ◽

Acid Esters

A new strategy for the synthesis of ketones is presented based upon the decarboxylative coupling of N-hydroxyphthalimide (NHP) esters with S-2-pyridyl thioesters. The reactions are selective for the cross-coupled product because NHP esters act as radical donors and the thioesters act as acyl donors. The reaction conditions are general and mild, with over 40 examples presented, including larger fragments and the 20-mer peptide Exendin(9-39) on solid support.

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