Reduktone von Tetron-, Thiotetron- und Tetramsäuren, II. Reduktone durch Rhodium-katalysierte Zersetzung von Diazoverbindungen

Autor: Josef Schachtner, Klaus Zeitler, Jutta Redlin, Hans-Dietrich Stachel, Hermann Poschenrieder
Rok vydání: 1994
Předmět:
Zdroj: Liebigs Annalen der Chemie. 1994:129-132
ISSN: 1099-0690
0170-2041
DOI: 10.1002/jlac.199419940205
Popis: Reductones of Tetronic, Thiotetronic and Tetramic Acids, II. – Reductones by Rhodium-Catalyzed Decomposition of Diazo Compounds The diazoketones 2 have been synthesized by diazo transfer reaction with 2-azido-3-ethylbenzthiazolium tetrafluoroborate. The rhodium-catalyzed decomposition of compounds 2 in tert-butyl alcohol at 130°C furnishes the reductone monoethers 3 and after deprotection the aci-reductones 4. Methylation of compounds 4 with diazomethane proceeds stepwise leading first to the monoethers 5 and then to the diethers 6. The thiolactone 4b and even more the lactams 4c and 4d are stronger reducing agents than the lactone 4a.
Databáze: OpenAIRE