A Novel One-Pot Pyrrole Synthesis via a Coupling−Isomerization−Stetter−Paal−Knorr Sequence
- 18 September 2001
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 3 (21) , 3297-3300
- https://doi.org/10.1021/ol0165185
Abstract
[reaction: see text]. 1,2,3,5-tetrasubstituted pyrroles can be synthesized in good yields in a one-pot, three-step, four-component process by a coupling-isomerization-Stetter reaction-Paal-Knorr sequence of an electron-poor (hetero)aryl halide, a terminal propargyl alcohol, an aldehyde, and a primary amine. The structures of the 1,4-diketone 4f and the pyrrole 6b were additionally supported by X-ray structure analyses.Keywords
This publication has 14 references indexed in Scilit:
- A Novel 1,5-Benzoheteroazepine Synthesis via a One-Pot Coupling−Isomerization−Cyclocondensation SequenceOrganic Letters, 2000
- A Novel Three-Component One-Pot Pyrimidine Synthesis Based upon a Coupling−Isomerization SequenceOrganic Letters, 2000
- Since 1995 the new chemistry of multicomponent reactions and their libraries, including their heterocyclic chemistryJournal of Heterocyclic Chemistry, 2000
- An Unexpected Coupling – Isomerization Sequence as an Entry to Novel Three-Component-Pyrazoline SynthesesAngewandte Chemie International Edition in English, 2000
- Discovery of New Multi Component Reactions with Combinatorial MethodsSynlett, 1999
- New methodologies for the synthesis of compound librariesChemical Society Reviews, 1999
- Glycosidopyrroles Part 1. Acyclic derivatives: 1-(2-hydroxyethoxy) methylpyrroles as potential anti-viral agentsIl Farmaco, 1998
- Polyaniline and polypyrrole: Where are we headed?Synthetic Metals, 1997
- Multicomponent one-pot annulations forming 3 to 6 bondsChemical Reviews, 1986
- Correlation of Plasma 4,5-Bis (p-methoxyphenyl)-2-phenylpyrrole-3- acetonitrile Levels with Biological ActivityJournal of Pharmaceutical Sciences, 1972