Strecker Reaction
 The Strecker synthesis, occurring between a carbonyl compound, an amine, and a
cyanide, is one of the oldest and most important multicomponent reactions because it
produces the useful intermediates, α-aminonitrile derivatives, that can be further
transformed to generate α-amino acids.
 Discovered in 1850 by Adolph Strecker.
Torok, B., Schaefer, C., & Kokel, A. (2021). Heterogeneous Catalysis in Sustainable Synthesis. Elsevier.
Bada, J. (2014). Strecker Synthesis. In: , et al. Encyclopedia of Astrobiology. Springer, Berlin, Heidelberg.
https://doi.org/10.1007/978-3-642-27833-4_1527-2
Mechanism:
 Condensation of amine/ammonia with the aldehyde/ketone.
 Formation of an imine.
 Addition of the cyanide to the imine carbon.
 Further hydrolysis leads to the corresponding aminoacids.
Mechanism:
Biologically active α-amino nitrile containing natural products and synthetic drugs
Kouznetsov, V. V., & Galvis, C. E. P. (2018). Strecker reaction and α-amino nitriles: Recent advances in their chemistry, synthesis, and biological
properties. Tetrahedron, 74(8), 773-810.
Strecker reaction and α-amino nitriles: Recent advances in their chemistry,
synthesis, and biological properties
 Maleki and co-workers prepared sulfonated magnetic cellulose-based
nanocomposite, Fe3O4@cellulose-OSO3H (MCSA), and it used in the
synthesis of α-amino nitriles through an one-pot three-component
reaction of benzaldehydes (hetearyl aldehydes) or ketones (acetophenone
and cyclohexanone), aryl amines and TMSCN in EtOH at room
temperature.
Kouznetsov, V. V., & Galvis, C. E. P. (2018). Strecker reaction and α-amino nitriles: Recent advances in
their chemistry, synthesis, and biological properties. Tetrahedron, 74(8), 773-810.
MCSA-catalyzed S-3CR using TMSCN in EtOH for green preparation of α-
amino nitrile
An efficient and catalyst-free synthesis of N-arylidene-2-arylimidazo[1,2-
a]pyridine-3- ylamine derivatives via Strecker reaction under controlled microwave
heating
 Imidazo[1,2-a]pyridine derivatives are highly potent heterocyclic scaffolds because of
their biological activity and are found in numerous drugs.
(77-88%)
Hameed, A. M. A., Moustafa, M. S., Al-Mousawi, S. M., Awed, R. R., & Sadek, K. U. (2017). An efficient and catalyst-free synthesis of
N-arylidene-2-arylimidazo [1, 2-a] pyridine-3-ylamine derivatives via Strecker reaction under controlled microwave heating. Green
Processing and Synthesis, 6(4), 371-375.
An efficient and catalyst-free synthesis of N-arylidene-2-
arylimidazo[1,2-a]pyridine-3- ylamine derivatives via Strecker
reaction under controlled microwave heating
 Mechanism
One-pot three-component synthesis of a-amino nitriles using ZnO as a
heterogeneous, reusable, and eco-friendly catalyst
One-pot three-component synthesis of a-amino nitriles using ZnO as a heterogeneous,
reusable, and eco-friendly catalyst
Kaur, B., Chand, S., Malik, A. K., Dhaliwal, K. S., Younis, S. A., & Kim, K. H. (2019). One-pot three-component synthesis of α-amino nitriles using ZnO as
a heterogeneous, reusable, and eco-friendly catalyst. Journal of Cleaner Production, 234, 329-339.
THANK YOU

strecker ppt.pptx

  • 1.
    Strecker Reaction  TheStrecker synthesis, occurring between a carbonyl compound, an amine, and a cyanide, is one of the oldest and most important multicomponent reactions because it produces the useful intermediates, α-aminonitrile derivatives, that can be further transformed to generate α-amino acids.  Discovered in 1850 by Adolph Strecker. Torok, B., Schaefer, C., & Kokel, A. (2021). Heterogeneous Catalysis in Sustainable Synthesis. Elsevier. Bada, J. (2014). Strecker Synthesis. In: , et al. Encyclopedia of Astrobiology. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-27833-4_1527-2
  • 2.
    Mechanism:  Condensation ofamine/ammonia with the aldehyde/ketone.  Formation of an imine.  Addition of the cyanide to the imine carbon.  Further hydrolysis leads to the corresponding aminoacids.
  • 3.
  • 4.
    Biologically active α-aminonitrile containing natural products and synthetic drugs Kouznetsov, V. V., & Galvis, C. E. P. (2018). Strecker reaction and α-amino nitriles: Recent advances in their chemistry, synthesis, and biological properties. Tetrahedron, 74(8), 773-810.
  • 5.
    Strecker reaction andα-amino nitriles: Recent advances in their chemistry, synthesis, and biological properties  Maleki and co-workers prepared sulfonated magnetic cellulose-based nanocomposite, Fe3O4@cellulose-OSO3H (MCSA), and it used in the synthesis of α-amino nitriles through an one-pot three-component reaction of benzaldehydes (hetearyl aldehydes) or ketones (acetophenone and cyclohexanone), aryl amines and TMSCN in EtOH at room temperature. Kouznetsov, V. V., & Galvis, C. E. P. (2018). Strecker reaction and α-amino nitriles: Recent advances in their chemistry, synthesis, and biological properties. Tetrahedron, 74(8), 773-810.
  • 6.
    MCSA-catalyzed S-3CR usingTMSCN in EtOH for green preparation of α- amino nitrile
  • 7.
    An efficient andcatalyst-free synthesis of N-arylidene-2-arylimidazo[1,2- a]pyridine-3- ylamine derivatives via Strecker reaction under controlled microwave heating  Imidazo[1,2-a]pyridine derivatives are highly potent heterocyclic scaffolds because of their biological activity and are found in numerous drugs. (77-88%) Hameed, A. M. A., Moustafa, M. S., Al-Mousawi, S. M., Awed, R. R., & Sadek, K. U. (2017). An efficient and catalyst-free synthesis of N-arylidene-2-arylimidazo [1, 2-a] pyridine-3-ylamine derivatives via Strecker reaction under controlled microwave heating. Green Processing and Synthesis, 6(4), 371-375.
  • 8.
    An efficient andcatalyst-free synthesis of N-arylidene-2- arylimidazo[1,2-a]pyridine-3- ylamine derivatives via Strecker reaction under controlled microwave heating  Mechanism
  • 9.
    One-pot three-component synthesisof a-amino nitriles using ZnO as a heterogeneous, reusable, and eco-friendly catalyst
  • 10.
    One-pot three-component synthesisof a-amino nitriles using ZnO as a heterogeneous, reusable, and eco-friendly catalyst Kaur, B., Chand, S., Malik, A. K., Dhaliwal, K. S., Younis, S. A., & Kim, K. H. (2019). One-pot three-component synthesis of α-amino nitriles using ZnO as a heterogeneous, reusable, and eco-friendly catalyst. Journal of Cleaner Production, 234, 329-339.
  • 11.