Gewald reaction

The Gewald reaction is an organic reaction involving the condensation of a ketone (or aldehyde when R2 = H) with a α-cyanoester in the presence of elemental sulfur and base to give a poly-substituted 2-amino-thiophene.

References

Cyanoacetamide MCR (III): Three-Component Gewald Reactions Revisited

Kan Wang, Dabin Kim and Alexander Domling

J. Comb. Chem., 2010, 12 (1), pp 111–118

 

 

Synthesis of π-conjugated thiophenes starting from substituted 3-oxopropanenitriles via Gewald reaction

TetrahedronVolume 64, Issue 491 December 2008Pages 11262-11269
Zita Puterová, Anita Andicsová, Daniel Végh

 

 

Microwave accelerated Gewald reaction: synthesis of 2-aminothiophenes
Tetrahedron LettersVolume 48, Issue 1830 April 2007Pages 3171-3172
Madabhushi Sridhar, Rayankula Mallikarjuna Rao, Nanduri H.K. Baba, Ravindra M. Kumbhare

 

 

New conditions for the synthesis of thiophenes via the Knoevenagel/Gewald reaction sequence. Application to the synthesis of a multitargeted kinase inhibitor
TetrahedronVolume 62, Issue 494 December 2006Pages 11311-11319
David M. Barnes, Anthony R. Haight, Thomas Hameury, Maureen A. McLaughlin, Jianzhang Mei, Jason S. Tedrow, Joan Dalla Riva Toma

 

 

Synthesis of tetrasubstituted thiophenes on solid-support using the Gewald reaction
Tetrahedron LettersVolume 42, Issue 418 October 2001Pages 7181-7184
Georgette M Castanedo, Daniel P Sutherlin

 

 

Site Search