Synthesis of Novel Pyrrolic Compounds from Nitroarenes and Isocyanoacetates Using a Phosphazene Superbase

Timothy D. Lash; Michelle L. Thompson; Tonya M. Werner; John D. Spence

doi:10.1055/s-2000-6504

Synlett 2000; 2000(2): 213-216
DOI: 10.1055/s-2000-6504

letter

© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of Novel Pyrrolic Compounds from Nitroarenes and Isocyanoacetates Using a Phosphazene Superbase

Timothy D. Lash^* , Michelle L. Thompson, Tonya M. Werner, John D. Spence

^*Department of Chemistry, Illinois State University, Normal, Illinois 61790-4160, USA; E-mail: tdlash@ilstu.edu

Abstract

PDF Download All articles of this category

Utilization of a phosphazene base allows hitherto unreactive nitroaromatic compounds to condense with ethyl isocyanoacetate to give c-annelated pyrroles. On the other hand, 3-nitropyridine reacted under these conditions to give a novel tricyclic heterocycle 13 in modest yield.

pyrroles - isocyanates - nitroaromatic compounds - porphyrins - heterocyclic synthesis

PDF (103 kb)