Synthesis of Acylacetylenes from ?-Diazo-?-Hydroxylcarbonyl Compounds
- 1 January 1972
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 2 (5) , 331-334
- https://doi.org/10.1080/00397917208061990
Abstract
A facile synthesis of α-diazo-β-hydroxy ketones and esters by the condensation of aldehydes or ketones with acyldiazomethanes was reported recently.2 Exposure of the trifunctional compounds to boron trifluoride in ether-acetonitrile solution leads to acylacetylenes. Thus substances 1 and 3 were converted readily into acetylenes 2 and 4 respectively.3 This makes available a simple two-step procedure for the synthesis of conjugated acetylenic carbonyl compounds.Keywords
This publication has 2 references indexed in Scilit:
- Thermal and base-induced transformations of epoxy-N-nitrosocarbamatesThe Journal of Organic Chemistry, 1972
- Über chelatbildende Salicylsäure‐Analoge der ThiophenreiheHelvetica Chimica Acta, 1964