Highly Efficient Cyanoimidation of Aldehydes

Key Laboratory of Drug-Targeting and Drug-Delivery Systems of the Ministry of Education, Department of Medicinal Chemistry,West China School of Pharmacy, Sichuan University, Chengdu, Sichuan, 610041, PR China.
Organic Letters (Impact Factor: 6.36). 12/2009; 11(23):5482-5. DOI: 10.1021/ol902207h
Source: PubMed


Cyanoimidation of aldehydes using cyanamide as a nitrogen source and using NBS as an oxidant was achieved in high yields without the addition of a catalyst. The method has several advantages, including mild conditions, simple workflow, and inexpensive reagents. The reaction proceeds in a one-pot manner, giving rise to the formation of intermolecular C-N and C-O bonds. Subsequently, the substituted N-cyanobenimidate products may also undergo a cyclization reaction to give l,2,4-triazole derivatives in high yields.

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