An Efficient Synthesis of Some New Azaspirocycloalkane Derivatives from 1-anilinocycloalkanecarboxamide

Abstract

1-anilinocyclohexanecarboxamides 2a-c were found to be a versatile precursors for the synthesis of five-, six-and seven-membered ring spiroheterocycles compounds 3-14. A general high yielding protocol for the synthesis of many functionalized spiro heterocyclic systems was presented.

Spiro heterocycles bearing piperidine moiety as potential scaffold for antileishmanial activity: synthesis, biological evaluation, and in silico studies

“…In an extension of our work 29 on the synthesis of spiro heterocycles, our strategy is how to use these compounds as building blocks for the synthesis of a variety of five-membered, six-membered and seven-membered rings spiro heterocycles. So when compound 3a was allowed to react with ethyl chloroformate, ethyl chloroacetate in ethanol in the presence of piperidinium acetate-IL, the corresponding five-membered ring spiro-compound 8-benzyl-1,7,9-triphenyl-1,3,8-triazaspiro[4.5]decan-2-one 5a and six-membered ring spiro-compound 9-benzyl-1,8,10-triphenyl-1,4,9-triazaspiro[5.5]undecan-2-one 6a were obtained.…”