Jump to main content
Jump to site search

Issue 51, 2017
Previous Article Next Article

A nitrile-stabilized ammonium ylide as a masked C–C[double bond, length as m-dash]N synthon in heterocyclization with amidine–imine: 3-component assembly to fused pyrimidine scaffolds

Author affiliations

Abstract

A unique reactivity of a nitrile-stabilized quaternary ammonium ylide as a masked C–C[double bond, length as m-dash]N synthon in contrast to its usual sigmatropic rearrangement has been demonstrated. Its reaction with 2-aminopyridine-derived aldimine undergoes electronically-assisted nucleophilic additions and Hofmann elimination, and provides a new method to access fused pyrimidines.

Graphical abstract: A nitrile-stabilized ammonium ylide as a masked C–C [[double bond, length as m-dash]] N synthon in heterocyclization with amidine–imine: 3-component assembly to fused pyrimidine scaffolds

Back to tab navigation

Supplementary files

Publication details

The article was received on 17 Apr 2017, accepted on 03 Jun 2017 and first published on 07 Jun 2017


Article type: Communication
DOI: 10.1039/C7CC02946B
Citation: Chem. Commun., 2017,53, 6941-6944
  •   Request permissions

    A nitrile-stabilized ammonium ylide as a masked C–C[double bond, length as m-dash]N synthon in heterocyclization with amidine–imine: 3-component assembly to fused pyrimidine scaffolds

    S. K. Guchhait, M. Saini, D. Sumkaria and V. Chaudhary, Chem. Commun., 2017, 53, 6941
    DOI: 10.1039/C7CC02946B

Search articles by author

Spotlight

Advertisements