Synthetic Communications

Synthesis of Acylacetylenes from α-Diazo-β-Hydroxylcarbonyl Compounds

E Wenker, CA McPherson

Index: Wenkert,E.; McPherson,C.A. Synthetic Communications, 1972 , vol. 2, p. 331 - 334

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Citation Number: 16

Abstract

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 ...