Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

John T Gupton; Nakul Telang; Dominic F Gazzo; Peter J Barelli; Kristin E Lescalleet; Jonathan W Fagan; Brandon J Mills; Kara L Finzel; Rene P F Kanters; Kyle R Crocker; Sean T Dudek; Corinne M Lariviere; Stanton Q Smith; Kartik M Keertikar

doi:10.1016/j.tet.2013.05.045

Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Tetrahedron. 2013 Jul 22;69(29):5829-5840. doi: 10.1016/j.tet.2013.05.045.

Authors

John T Gupton¹, Nakul Telang, Dominic F Gazzo, Peter J Barelli, Kristin E Lescalleet, Jonathan W Fagan, Brandon J Mills, Kara L Finzel, Rene P F Kanters, Kyle R Crocker, Sean T Dudek, Corinne M Lariviere, Stanton Q Smith, Kartik M Keertikar

Affiliation

¹ Department of Chemistry, University of Richmond, Richmond, VA 23173, USA.

Abstract

The preparation of an indole appended vinamidinium salt, an indole appended vinylogous amide and an indole appended chloroenal are described. The subsequent regiospecific conversion of these indole containing building blocks to functionalized pyrazoles and pyrroles is detailed.

Keywords: Chloroenal; Indole; Pyrazole; Pyrrole; Vinamidinium salt; Vinylogous amide.

Grants and funding

R15 CA067236/CA/NCI NIH HHS/United States