FACILE SYNTHESIS OF SOME NEW FLUORINE CONTAINING SPIRO [3H-INDOLE-3,2′TETRAHYDRO-1,3-THIAZINE].2,4′(1H)-DIONES

Abstract

Attempts have been made to synthesize exclusively 5′,6′-dihydro-spiro [3H-indol-3,2′-[2H-1.31 thiazine]-2,4′ (1H,3′H)-diones (V) under varying reaction conditions such as temperature, reaction period and molar ratio of the two reactants, by the reaction of fluorinated indole-2,3-diones (I) with fluorinated anilines (II) and 3-mercaptopropanoic acid (IV). The reaction of 3-indolylimines (III) with a slight excess of IV at room temperature, resulted in the formation of an acidic compound (VI), instead of expected spiro product (V), which has been further subjected to acetylation and chloroacetylation. The compounds have been characterized on the basis of elemental and spectral studies.

Key Words:

• Fluorinated indole-2,3-diones
• fluorinated spiro[indole-thiazine]
• 3-mercaptopropanoic acid
• spectral studies