154669-38-2Relevant academic research and scientific papers
Reductones of Tetronic, Thiotetronic and Tetramic Acids, II. - Reductones by Rhodium-Catalyzed Decomposition of Diazo Compounds
Stachel, Hans-Dietrich,Poschenrieder, Hermann,Redlin, Jutta,Schachtner, Josef,Zeitler, Klaus
, p. 129 - 132 (2007/10/02)
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 deg 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. - Key Words: 2,4-Oxolandiones / 2,4-Thiolandiones / 2,4-Pyrrolidindiones / Reductones / Diazo compounds
