Synthesis of Pyrrolo[2,3- b ]pyrazines Through Sonogashira Coupling Reaction of 5,6-dichloropyrazine-2,3-dicarbonitrile with Hydrazine,Phenylacetylene and Various Aldehydes
Free accessResearch articleFirst published online December, 2014
Synthesis of Pyrrolo[2,3- b ]pyrazines Through Sonogashira Coupling Reaction of 5,6-dichloropyrazine-2,3-dicarbonitrile with Hydrazine,Phenylacetylene and Various Aldehydes
The Pd–Cu catalysed one-pot multicomponent reaction of 5,6-dichloropyrazine-2,3-dicarbonitrile with hydrazine, phenylacetylene, and a variety of aldehydes provides an efficient and direct method for the preparation of 5-(arylideneamino)-6-phenyl-5H-pyrrolo[2,3-b]pyrazine-2,3-dicarbonitriles.
HopkinsC.R., and CollarN., Tetrahedron Lett., 2004, 45, 8631.
9.
ChekmarevD.S., ShorshnevS.V., StepanovA.E., and KasatkinA.N., Tetrahedron Lett., 2006, 62, 9919.
10.
LiJ.J., and GribbleG.W., In Palladium in Heterocyclic Chemistry. A Guide for Synthetic Chemists; BaldwinJ.E., and WilliamsR.M., Eds.; Pergamon: Amsterdam, 2000.
11.
KeivanlooA., BakheradM., IsfahaniH.N., and EsmailyS., Tetrahedron Lett., 2012, 53, 3126.
12.
GuchhaitS.K., and MadaanC., Synlett, 2009, 628.
13.
GuchhaitS.K., MadaanC., and ThakkarB.S., Synthesis, 2009, 3293.
14.
SonogashiraK., TohdaY., and HagiharaN., Tetrahedron Lett., 1975, 16, 4467.
15.
McGuiganC., BaruckiH., BlewettS., CarangioA., ErichsenJ.T., AndreiG., SnoeckR., De ClercqE., and BalzariniJ., J. Med. Chem., 2000, 43, 49.
16.
JanebaZ., BalzariniJ., AndreiG., SnoeckR., De ClercqE., and RobinsM.J., J. Med. Chem., 2005, 48, 4690.
17.
PatilN.T., WuH., and YamamotoY., J. Org. Chem., 2005, 70, 4531.
