Synthesis of 2-(5-Nitropyrid-2-yl)-3-(4-substitutedphenyl)aminoisoxazol-5(2H)-ones and Their Rearrangements to Imidazo[1,2-a]- pyridines and Indoles with Triethylamine
Open Access
- 30 December 2002
- Vol. 7 (12), 907-916
- https://doi.org/10.3390/71200907
Abstract
3-(4-Substitutedphenyl)aminoisoxazol-5(2H)-ones, substituted on nitrogen with a nitropyridine group, react with triethylamine to give imidazo[1,2-a]pyridines and indoles. With 4-bromophenyl and 4-methylphenyl group substituents only imidazopyridines are formed, but the 4-methoxyphenyl derivative gave a 3:1 mixture of the corresponding imidazo[1,2-a]pyridine and 2-pyridylaminoindole, respectively.Keywords
This publication has 7 references indexed in Scilit:
- The anticancer agent ellipticine on activation by cytochrome P450 forms covalent DNA adducts☆Biochemical Pharmacology, 2001
- Inhibition of DNA Unwinding and ATPase Activities of Human DNA Helicase II by Chemotherapeutic AgentsBiochemical and Biophysical Research Communications, 1997
- A new enamine-salt for the synthesis of X-Alkylated ethyl acetoacetate derivativesTetrahedron Letters, 1988
- Über die Struktur der Thioamide und ihrer Derivate, XXIX1) Thermodynamische Acidität von ThioanilidenEuropean Journal of Organic Chemistry, 1974
- Isothiocyanate, IX. Natrium‐ und Nickelsalze von N‐Aryl‐methantricarbonsäure‐diäthylester‐thioamidenEuropean Journal of Organic Chemistry, 1966
- Isothiocyanate. I. Die Addition von Natriummalonester an Arylisothiocyanate in ÄthanolJournal für Praktische Chemie, 1965
- THE ACTION OF HYDROXYLAMINE AND OF HYDRAZINE ON THE ARYL MONOTHIO AMIDES OF CARBETHOXY-ETHYLMALONATEJournal of the American Chemical Society, 1923