strecker ppt.pptx

Strecker synthesis +mechanism + biological significance/applications

1. 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

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 .

3. Mechanism:

4. 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.

5. 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.

6. MCSA-catalyzed S-3CR using TMSCN in EtOH for green preparation of α-amino nitrile

7. 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.

8. 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

9. One-pot three-component synthesis of a-amino nitriles using ZnO as a heterogeneous, reusable, and eco-friendly catalyst

10. 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.

11. THANK YOU