Approach to 2′-(Dialkylamino)-1-alkyl-4′H-spiro[indoline-3,5′- oxazole]-2,4′-diones and 1,3-Oxazin-4-ones via Cyclization of Vilsmeier Salts with α-Hydroxy and β-Carbonyl Amides

Abstract

A straightforward and efficient synthetic method of 2′-(dialkylamino)-1-alkyl-4′H-spiro[indoline-3,5′- oxazole]-2,4′-diones and 2-(dialkylamino)-5,6-dihydro-4H-naphtho[2,1-e][1,3]oxazin-4-one derivatives have been developed from α-hydroxy and β-carbonyl amides and various Vilsmeier salts. A wide range of heterocyclic compounds were obtained in excellent yields(up to 97%), which will provide promising candidates for chemical biology and drug discovery.

Keywords

Spirooxindole unit / 2-Oxazolin-4-ones core structure / 3-Oxazin-4-ones core structure

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