Coupling-Isomerization-N, S-Ketene Acetal-Addition Sequences A Three-Component Approach to Highly Fluorescent Pyrrolo [2, 3-b] pyridines,[1, 8] Naphthyridines, …

OG Schramm, née Dediu, T Oeser…

Index: Schramm, Oana G.; Dediu, Nee; Oeser, Thomas; Mueller, Thomas J. J. Journal of Organic Chemistry, 2006 , vol. 71, # 9 p. 3494 - 3500

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Citation Number: 45

Abstract

Annelated 2-amino pyridines such as pyrrolo [2, 3-b] pyridines,[1, 8] naphthyridines, and pyrido [2, 3-b] azepines can be synthesized in moderate to good yields in a consecutive one- pot three-component process by a coupling-isomerization-enamine-addition- cyclocondensation sequence of an electron-poor (hetero) aryl halide, a terminal propargyl N- tosylamine, and an N, S-ketene acetal. After the coupling-isomerization sequence, a Diels ...