Issue 26, 2012

Synthesis of pyrido[2,3-b]indoles and pyrimidoindoles via Pd-catalyzed amidation and cyclization

Abstract

Biologically and pharmaceutically active core structures containing a new class of 4-hydroxy-α-carbolines, dihydropyrido[2,3-b]indoles, pyrimido[4,5-b] and [5,4-b]indoles have been synthesized in good yields via Pd-catalyzed amidation and cyclizations. The keto–enol tautomerism in 4-hydroxy-α-carbolines has been investigated by DFT calculations and spectroscopic techniques. The fluorescence studies of pyrimido[4,5-b] and [5,4-b]indoles were carried out with good quantum yields.

Graphical abstract: Synthesis of pyrido[2,3-b]indoles and pyrimidoindoles via Pd-catalyzed amidation and cyclization

Supplementary files

Article information

Article type
Paper
Submitted
21 Feb 2012
Accepted
24 Apr 2012
First published
25 Apr 2012

Org. Biomol. Chem., 2012,10, 5084-5093

Synthesis of pyrido[2,3-b]indoles and pyrimidoindoles via Pd-catalyzed amidation and cyclization

A. S. Kumar, P. V. Amulya Rao and R. Nagarajan, Org. Biomol. Chem., 2012, 10, 5084 DOI: 10.1039/C2OB25371B

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