A reexamination of Biginelli-like multicomponent condensation reaction: one-pot regioselective synthesis of spiro heterobicyclic rings.
A pseudo four-component reaction is described, leading to the efficient regioselective synthesis of sigma symmetric spiro heterobicyclic rings using aldehydes and urea in the presence of cyclic beta-diester or beta-diamides such as Meldrum's acid or barbituric acid derivatives. The reaction needs no added catalyst and proceeds solvent-free conditions at 80 degrees C.
Shaabani
Ahmad
A
Department of Chemistry, Shahid Beheshti University, Zip Code 1983963113, Tehran, Iran. a-shaabani@cc.sbu.ac.ir
Bazgir
Ayoob
A
Bijanzadeh
Hamid Reza
HR
D000447:Aldehydes / Q000737:chemistry; D000577:Amides / Q000737:chemistry; D001463:Barbiturates / Q000737:chemistry; D001671:Biochemistry / Q000379:methods*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis*; D004952:Esters / Q000737:chemistry; D014508:Urea / Q000737:chemistry
D000447:Aldehydes; D000577:Amides; D001463:Barbiturates; D019086:Bridged Bicyclo Compounds, Heterocyclic; D004952:Esters; D014508:Urea; C032232:barbituric acid