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Synthesis of heteroannulated 3-nitro- and 3-aminopyridines by cyclocondensation of electron-rich aminoheterocycles with 3-nitrochromone
- Source :
- Tetrahedron
- Publication Year :
- 2012
-
Abstract
- 3-Nitrochromone reacts with electron-rich aminoheterocycles (in glacial acetic acid at reflux) and anilines (in a mixture of DMF and TMSCl at 100-140 °C) to give a variety of hetero(carbo)annulated 3-nitropyridines. The reaction, involving a formal [3+3] cyclocondensation, proceeds in high yields and appears not to be influences greatly by the nature of the 1,3-C,N-dinucleophile as seen from the thorough scope study. The synthetic utility of the products was demonstrated by their conversion into the corresponding 3-aminopyridine derivatives. An NMR study and X-ray crystallographic analysis are reported. © 2012 Elsevier Ltd. All rights reserved.
Details
- Database :
- OAIster
- Journal :
- Tetrahedron
- Notes :
- English
- Publication Type :
- Electronic Resource
- Accession number :
- edsoai.on1007165838
- Document Type :
- Electronic Resource