One-pot activation-alkynylation-cyclization synthesis of 1,5-diacyl-5-hydroxypyrazolines in a consecutive three-component fashion

A consecutive three-component activation-alkynylation-cyclization reaction of (hetero)aryl glyoxylic acids, oxalyl chloride, arylacetylenes, and hydrazides efficiently forms 1,5-diacyl-5-hydroxypyrazolines in moderate to good yields. The structures were unambiguously corroborated by comprehensive NM...

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Veröffentlicht in:	Beilstein journal of organic chemistry 2019, Vol.15 (1), p.1360-1370
Hauptverfasser:	Görgen, Christina, Boden, Katharina, Reiss, Guido J, Frank, Walter, Müller, Thomas J J
Format:	Artikel
Sprache:	eng
Schlagworte:	activation alkynylation Cancer Chemistry copper cyclization C–C coupling Full Research Paper Ligands Magnetic resonance spectroscopy multicomponent reactions NMR Nuclear magnetic resonance
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Zusammenfassung:	A consecutive three-component activation-alkynylation-cyclization reaction of (hetero)aryl glyoxylic acids, oxalyl chloride, arylacetylenes, and hydrazides efficiently forms 1,5-diacyl-5-hydroxypyrazolines in moderate to good yields. The structures were unambiguously corroborated by comprehensive NMR spectroscopy and X-ray structure analyses of selected derivatives.
ISSN:	1860-5397 2195-951X 1860-5397
DOI:	10.3762/bjoc.15.136