Gold(I)-Catalyzed Oxidation of Acyl Acetylenes to Vicinal Tricarbonyls

Research output

Abstract

Efficient gold(I)-catalyzed oxidation of COR2-functionalized internal alkynes to vicinal tricarbonyl compounds by 2,6-dichloropyridine N-oxide proceeds under mild conditions (DCM, rt). This catalytic reaction provides a good to excellent yielding route to diverse tricarbonyls such as α,β-diketoesters, 1,2,3-triketones, and α,β-diketoamides. The utility of these compounds was also demonstrated by facile one-pot synthesis of important azaheterocyclic systems.

Original languageEnglish
JournalOrganic Letters
DOIs
Publication statusPublished - 1 Jan 2019

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Alkynes
alkynes
acetylene
Gold
routes
gold
Oxidation
oxidation
oxides
synthesis
2,6-dichloropyridine N-oxide

Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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abstract = "Efficient gold(I)-catalyzed oxidation of COR2-functionalized internal alkynes to vicinal tricarbonyl compounds by 2,6-dichloropyridine N-oxide proceeds under mild conditions (DCM, rt). This catalytic reaction provides a good to excellent yielding route to diverse tricarbonyls such as α,β-diketoesters, 1,2,3-triketones, and α,β-diketoamides. The utility of these compounds was also demonstrated by facile one-pot synthesis of important azaheterocyclic systems.",
author = "Dubovtsev, {Alexey Yu} and Dar'In, {Dmitry V.} and Kukushkin, {Vadim Yu}",
year = "2019",
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day = "1",
doi = "10.1021/acs.orglett.9b01297",
language = "English",
journal = "Organic Letters",
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publisher = "American Chemical Society",

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AU - Kukushkin, Vadim Yu

PY - 2019/1/1

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AB - Efficient gold(I)-catalyzed oxidation of COR2-functionalized internal alkynes to vicinal tricarbonyl compounds by 2,6-dichloropyridine N-oxide proceeds under mild conditions (DCM, rt). This catalytic reaction provides a good to excellent yielding route to diverse tricarbonyls such as α,β-diketoesters, 1,2,3-triketones, and α,β-diketoamides. The utility of these compounds was also demonstrated by facile one-pot synthesis of important azaheterocyclic systems.

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