Syntheses of [omega]-alkynyl aldehydes and ketones via oxidation of [omega]-alkynyl alcohols with pyridinium dichromate

Journal Article · Fri Jan 01 00:00:00 EST 1988 · Organic Preparations and Procedures International; (United States)

DOI:https://doi.org/10.1080/00304948809355869· OSTI ID:5526476

Bierer, D E; Kabalka, G W ^[1]

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1. Univ. of Tennessee, Knoxville, TN (United States)

Pyridinium dichromate (PDC) is an effective reagent for the oxidation of alcohols and a number of modifications of the original procedure have been reported. Interestingly, PDC has never been used to oxidize non-conjugated acetylenic alcohols. As a part of a project involving the chemical preparation of a number of unsaturated amino acids, the authors investigated the synthesis of a series of [omega]-alkynyl aldehydes. The authors now report that the PDC oxidation of [omega]-alkynyl alcohols is an effective route to the corresponding [omega]-alkynyl carbonyl compounds.

• DOE Contract Number: FG05-86ER60434
• OSTI ID: 5526476
• Journal Information: Organic Preparations and Procedures International; (United States), Vol. 20:1; ISSN 0030-4948
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ALCOHOLS
OXIDATION
ALDEHYDES
CHEMICAL PREPARATION
ALKYNES
KETONES
DICHROMATES
PYRIDINIUM COMPOUNDS
AMINES
AMMONIUM COMPOUNDS
AZINES
CHEMICAL REACTIONS
CHROMIUM COMPOUNDS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
HYDROXY COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXYGEN COMPOUNDS
PYRIDINES
QUATERNARY COMPOUNDS
SYNTHESIS
TRANSITION ELEMENT COMPOUNDS
400201* - Chemical & Physicochemical Properties