Traceless solid-phase synthesis of N-substituted 3,5-bis(substituted-idene) piperidin-4-one derivatives

Zhang Liu, Jose L. Medina-Franco, Richard A. Houghten, Marc A. Giulianotti

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

A series of N-substituted 3,5-bis(substituted-idene)piperidin-4-ones have been prepared using solidphase organic synthesis. The synthesis starts with a Michael addition with piperidin-4-one serving as the donor and REM resin as the acceptor. Various aldehydes were then utilized through a Knoevenagel condensation to afford the 3,5-bis(substituted-idene)piperidin-4-ones on the solid support. The final products were removed from the support and a second diversity position was introduced through a Hofmann elimination using different alkyl bromides.

Original languageEnglish (US)
Pages (from-to)5003-5004
Number of pages2
JournalTetrahedron Letters
Volume51
Issue number38
DOIs
StatePublished - 2010
Externally publishedYes

Bibliographical note

Funding Information:
This work was supported by the State of Florida, Executive Office of the Governor’s Office of Tourism, Trade and Economic Development .

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