High-yielding synthesis of Nefopam analogues (functionalized benzoxazocines) by sequential one-pot cascade operations.
An efficient amine-/ruthenium-catalyzed three-step process for the synthesis of Nefopam analogues was achieved through combinations of cascade enamine amination/iso-aromatization/allylation and diene or enyne metathesis as key steps starting from functionalized Hagemann's esters. In this communication, we discovered the application of ruthenium-catalysis on olefins containing free amines without in situ formation of salts.
Ramachary
Dhevalapally B
DB
School of Chemistry, University of Hyderabad, Hyderabad-500 046, India. ramsc@uohyd.ernet.in
Narayana
Vidadala V
VV
Prasad
M Shiva
MS
Ramakumar
Kinthada
K
D000475:Alkenes / Q000737:chemistry; D000588:Amines / Q000737:chemistry; D001583:Benzoxazoles / Q000737:chemistry*; D002384:Catalysis; D009340:Nefopam / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D055601:Organic Chemistry Phenomena; D012428:Ruthenium
D000475:Alkenes; D000588:Amines; D001583:Benzoxazoles; D009340:Nefopam; D012428:Ruthenium