Reduktone von Tetron‐, Thiotetron‐ und Tetramsäuren, II. Reduktone durch Rhodium‐katalysierte Zersetzung von Diazoverbindungen | Zendy

Stachel HansDietrich | Zendy; Poschenrieder Hermann | Zendy; Redlin Jutta | Zendy; Schachtner Josef | Zendy; Zeitler Klaus | Zendy

Premium

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

Author(s) -

Stachel HansDietrich,

Poschenrieder Hermann,

Redlin Jutta,

Schachtner Josef,

Zeitler Klaus

Publication year - 1994

Publication title -

liebigs annalen der chemie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0170-2041

DOI - 10.1002/jlac.199419940205

Subject(s) - chemistry , diazomethane , rhodium , diazo , medicinal chemistry , catalysis , decomposition , organic chemistry

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 .

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research