A novel route to imidoylbenzotriazoles and their application for the synthesis of enaminones

Alan R Katritzky; Amy E Hayden; Kostyantyn Kirichenko; Phillip Pelphrey; Yu Ji

doi:10.1021/jo0496594

A novel route to imidoylbenzotriazoles and their application for the synthesis of enaminones

J Org Chem. 2004 Jul 23;69(15):5108-11. doi: 10.1021/jo0496594.

Authors

Alan R Katritzky¹, Amy E Hayden, Kostyantyn Kirichenko, Phillip Pelphrey, Yu Ji

Affiliation

¹ Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA. katritzky@chem.ufl.edu

PMID: 15255745
DOI: 10.1021/jo0496594

Abstract

Reactions of secondary amides 2a-i with 1-chloro-1H-benzotriazole and triphenylphosphine give imidoylbenzotriazoles 3a-i. The treatment of 3a,b,e,g with silyl enol ethers 5a,b in the presence of potassium tert-butoxide provides a new general approach to enaminoketones 6a-h.