N N-Formamido-Containing Mono- and Diheterocyclic Pyrrole- and Imidazole-2-carboxylic Acids as Building Blocks for Polyamide Synthesis
ACS Citation
Mulder, K.; Sexton, J. S.; Taherbhai, Z. T.; Jones, J. B.; Uthe, P. B.; Brown, T.; Lee, M. N N-Formamido-Containing Mono- and Diheterocyclic Pyrrole- and Imidazole-2-carboxylic Acids as Building Blocks for Polyamide Synthesis. Synth. Commun. 2007, 38, 33-44.
Version of Record
Abstract
Four N-formamido-containing mono-and diheterocyclic pyrrole- and imidazole-2-containing acids 1-“4 were synthesized as intermediates for the preparation of polyamide molecules. The N-formamido-moiety forces the compounds to bind strongly as a stacked dimer, and in a staggered fashion, at specific sequences in the minor-groove of DNA. The acid moiety at the C-terminus of compounds enables these molecules to be coupled to amine-containing intermediates to form the amide linkages of the target polyamide. This convergent approach increases the synthetic diversity in polyamide chemistry by enabling one acid to be used with a variety of different C-terminus-functionalized intermediates.
Source Name
Synthetic Communications
Publication Date
1-1-2007
Volume
38
Issue
1
Page(s)
293-302
Document Type
Citation
Citation Type
Article