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Ultrasound-Assisted Synthesis of N-Acylcyanamides and N-Acyl-Substituted Imidazolones from Carboxylic Acids by Using Trichloroisocyanuric Acid/Triphenylphosphine

Wong Phakhodee, Dolnapa Yamano, Mookda Pattarawarapan*

*Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Chiang Mai University, Chiang Mai 50200, Thailand, Email: Mookdap55gmail.com

W. Phakhodee, D. Yamano, M. Pattarawarapan, Synlett, 2020, 31, 703-707.

DOI: 10.1055/s-0039-1691583 (free Supporting Information)


Abstract

In the presence of trichloroisocyanuric acid, triphenylphosphine, and sodium cyanamide, readily available carboxylic acids were converted into N-acylcyanamides in very good yields within some minutes at room temperature under ultrasound irradiation. In addition, N-acyl-substituted imidazolones were readily accessible through guanylation-cyclization of in situ generated N-acylcyanamides.


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Key Words

acylation, cyclization, sonochemistry, N-cyanocarboxamides, hydantoins


ID: J72-Y2020