Synthesis of unsymmetrical hetaryl-1,2-diketones

Oxidation of the triple bond in 4-alkynylpyrazoles 2a– e and acetylenic derivatives of the crown-ethers 7a, b with PdCl 2–DMSO has been carried out to give unsymmetrical hetaryl-1,2-diketones 3a– e ; 8a, b . Attempts to oxidize the triple bond in 5-alkynylpyrazole 6 and alkynylpyridines 5a, b and 9...

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Bibliographic Details
Published in:	Tetrahedron Vol. 58; no. 8; pp. 1607 - 1610
Main Authors:	Yusubov, Mehman S, Zholobova, Galina A, Vasilevsky, Sergey F, Tretyakov, Eugene V, Knight, David W
Format:	Journal Article
Language:	English
Published:	Elsevier Ltd 18-02-2002
Subjects:	1,2-diketones alkynes oxidation with PdCl 2–DMSO oxidation with PdCl 2–DMSO 1,2-diketones alkynes
Online Access:	Get full text
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Summary:	Oxidation of the triple bond in 4-alkynylpyrazoles 2a– e and acetylenic derivatives of the crown-ethers 7a, b with PdCl 2–DMSO has been carried out to give unsymmetrical hetaryl-1,2-diketones 3a– e ; 8a, b . Attempts to oxidize the triple bond in 5-alkynylpyrazole 6 and alkynylpyridines 5a, b and 9 failed. Unsymmetrical heteroaryl-1-2-diketones can be obtained in generally good to excellent yields by oxidation of the corresponding acetylenes using palladium(II) chloride in hot dimethyl sulfoxide.
ISSN:	0040-4020 1464-5416
DOI:	10.1016/S0040-4020(02)00025-X