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Potassium Periodate Mediated Oxidative Cyclodesulfurization toward Benzofused Nitrogen Heterocycles

Chuthamat Duangkamol, Wong Phakhodee, 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

C. Duangkamol, W. Phakhodee, M. Pattarawarapan, Synthesis, 2020, 52, 1981-1990.

DOI: 10.1055/s-0039-1690855 (free Supporting Information)



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Abstract

The reaction of isothiocyanates with ortho-substituted anilines bearing N,N-, N,O-, and N,S-bis-nucleophiles, followed by an intramolecular, potassium periodate mediated oxidative cyclodesulfurization of the in situ generated monothioureas provides substituted 2-aminobenzazole derivatives in very good yields.

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Key Words

cyclization, oxidation, benzimidazoles, benzoxazoles, benzothiazoles, quinazolinones, potassium periodate


ID: J66-Y2020