Synthesis of highly substituted 2,3-dihydro-1H-pyrrole derivatives via a tandem regioselective addition of nitrones to 1,3-enynes with subsequent rearrangement.
A novel method for the synthesis of 1,3-enynes is described through oxidative cyclization of the semicarbazones of Michael adducts having potential nitrile functionality. Reaction of these 1,3-enynes with diaryl nitrones has yielded a diastereomeric mixture of highly substituted 2,3-dihydro-1H-pyrrole derivatives via a tandem regioselective addition with subsequent rearrangement.
Saravanan
Sivaperuman
S
Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University, Madurai 625 021, India.
Azath
Ismail Abulkalam
IA
Muthusubramanian
Shanmugam
S
D000475:Alkenes / Q000138:chemical synthesis*; D000480:Alkynes / Q000138:chemical synthesis*; D001555:Benzene Derivatives / Q000138:chemical synthesis / Q000737:chemistry; D009589:Nitrogen Oxides / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis*
D000475:Alkenes; D000480:Alkynes; D001555:Benzene Derivatives; D009589:Nitrogen Oxides; D011758:Pyrroles; C015388:nitrones