Journal
SYNLETT
Volume 31, Issue 7, Pages 703-707Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0039-1691583
Keywords
acylation; cyclization; ultrasound; trichloroisocyanuric acid; N; -cyanocarboxamides; imidazolones
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Funding
- Chiang Mai University
- Thailand Research Fund through the Royal Golden Jubilee Ph.D. Program [PHD/0023/2559]
- Center of Excellence for Innovation in Chemistry (PERCH-CIC), Office of the Higher Education Commission, Ministry of Education, Thailand
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A convenient ultrasound-assisted one-pot synthesis of N -acylcyanamides starting from readily available carboxylic acids and sodium cyanamide has been developed. Upon activation in the presence of trichloroisocyanuric acid (TCCA) and triphenylphosphine, a range of carboxylic acids was converted into N -acylcyanamides in good to excellent yields within 10 minutes at room temperature without base. Remarkably, N -acyl-substituted imidazolones were readily accessible through guanylation-cyclization of the in situ generated N -acylcyanamides.
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