Issue 15, 2017

Synthesis of pyrrolo[1,2-a]naphthyridines by Lewis acid mediated cycloisomerization

Abstract

Pyrrolo[1,2-a]naphthyridines were synthesized from 3-alkynyl-2-([1H]-pyrrol-1-yl)pyridines and 3-alkynyl-4-([1H]-pyrrol-1-yl)pyridines by cycloisomerization. The reactions are performed by application of the Lewis acids PtCl2 or Bi(OTf)3 without the need of further additives. With the described methods a number of derivatives containing a variety of functional groups have been synthesized in up to 78% yield.

Graphical abstract: Synthesis of pyrrolo[1,2-a]naphthyridines by Lewis acid mediated cycloisomerization

Supplementary files

Article information

Article type
Paper
Submitted
13 Feb 2017
Accepted
15 Mar 2017
First published
16 Mar 2017

Org. Biomol. Chem., 2017,15, 3216-3231

Synthesis of pyrrolo[1,2-a]naphthyridines by Lewis acid mediated cycloisomerization

A. Flader, S. Parpart, P. Ehlers and P. Langer, Org. Biomol. Chem., 2017, 15, 3216 DOI: 10.1039/C7OB00343A

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