Novel syntheses of tetrahydrobenzodiazepines and dihydropyrazines via isocyanide-based multicomponent reactions of diamines.
In this work, two novel isocyanide-based multicomponent reactions of 1,2-diamine compounds with diketene have been developed as efficient strategies for the synthesis of 2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-2-carboxamides with regiochemical control and 1,6-dihydropyrazine-2,3-dicarbonitriles in good to excellent yields at ambient temperature.
Shaabani
Ahmad
A
Department of Chemistry, Shahid Beheshti University, Tehran, Iran. a-shaabani@cc.sbu.ac.ir
Maleki
Ali
A
Hajishaabanha
Fatemeh
F
Mofakham
Hamid
H
Seyyedhamzeh
Mozhdeh
M
Mahyari
Mojtaba
M
Ng
Seik Weng
SW
D000588:Amines / Q000737:chemistry*; D001569:Benzodiazepines / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D003486:Cyanides / Q000737:chemistry*; D015394:Molecular Structure; D011719:Pyrazines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000588:Amines; D003486:Cyanides; D011719:Pyrazines; D001569:Benzodiazepines