A facile synthesis of novel pyrrolizidines under classical and ultrasonic conditions.
Novel pyrrolizidines (1) were synthesized from 1,3-dipolar cycloaddition of azomethine ylides and dipolarophiles (4). The reactions were highly diastereoselective and regioselective and were carried out under reflux and ultrasonic condition at room temperature. In general, milder conditions and moderate improvements in rates and reaction times were observed when ultrasonic condition was used. The products were obtained in high yields, and their structures were determined by (1)H and (13)C NMR spectral data and X-ray diffraction.
Jadidi
Khosrow
K
Chemistry Department, Faculty of Science, Shahid Beheshti University, Evin, 1983963113, Tehran, Iran. k-jadidi@sbu.ac.ir
Gharemanzadeh
Ramin
R
Mehrdad
Morteza
M
Darabi
Hossein Reza
HR
Khavasi
Hamid Reza
HR
Asgari
Davoud
D
D002849:Chromatography, Gas; D002855:Chromatography, Thin Layer; D018360:Crystallography, X-Ray; D003500:Cyclization; D007202:Indicators and Reagents; D013058:Mass Spectrometry; D008958:Models, Molecular; D008968:Molecular Conformation; D011763:Pyrrolizidine Alkaloids / Q000138:chemical synthesis* / Q000528:radiation effects; D014465:Ultrasonics
D007202:Indicators and Reagents; D011763:Pyrrolizidine Alkaloids