Organic letters

One-step synthesis of 3, 5-disubstituted-2-pyridylpyrroles from the condensation of 1, 3-diones and 2-(aminomethyl) pyridine

JJ Klappa, AE Rich, K McNeill

Index: Klappa, Jamie J.; Rich, Autumn E.; McNeill, Kristopher Organic Letters, 2002 , vol. 4, # 3 p. 435 - 437

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Citation Number: 69

Abstract

3, 5-Disubstituted-and 3, 4, 5-trisubstituted-2-(2-pyridyl) pyrroles may be synthesized efficiently from the novel condensation of 2-(aminomethyl) pyridine and 1, 3-diones. The cyclization reaction was found to proceed through the intermediacy of a (2-pyridyl) methylimine. A marked dependence of the regioselectivity in the reaction of unsymmetrical diones on the presence of additional aminomethylpyridine suggests that two pathways to ...