One-pot reaction for the synthesis of N-substituted 2-aminobenzoxazoles using triphenylbismuth dichloride as cyclodesulfurization reagent

Publication date: 15 March 2018 Source:Journal of Organometallic Chemistry, Volume 859 Author(s): Yuki Murata, Natsuho Matsumoto, Maya Miyata, Yuki Kitamura, Naoki Kakusawa, Mio Matsumura, Shuji Yasuike The treatment of various 2-aminophenols with isothiocyanates afforded thioureas, which were reacted in situ with triphenylbismuth dichloride in the presence of triethylamine to give the expected N-substituted benzoxazol-2-amines in good to excellent yields. Triphenylbismuth dichloride promoted the successful cyclodesulfurization of thioureas with short reaction times under mild reaction conditions. This reaction is the first example of the synthesis of heterocyclic rings using a pentavalent organobismuth reagent. Graphical abstract

Source: Journal of Organometallic Chemistry - February 2, 2018 Category: Chemistry Source Type: research