A metal-free synthesis of 2-aminobenzothiazoles through aminyl radical addition to aryl isothiocyanates?
Chemical Communications Pub Date: 2016-06-08 DOI: 10.1039/C6CC04394A
Abstract
A convenient synthesis of 2-aminobenzothiazoles, starting from aryl isothiocyanates and formamides under metal-free conditions, is described. Various secondary and tertiary amine- and even α-amino acid-derived formamides can be used as amino sources in this process. Mechanistic studies suggest that the reaction is initiated by decarbonylative aminyl radical formation in the presence of n-Bu4NI and TBHP, followed by aminyl radical addition to isothiocyanates and cyclization via sulfur centred radical intermediates.
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Journal Name：Chemical Communications
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CAS no.: 89640-58-4
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