Photo-sensitized oxy-thiocyanation of terminal alkynes/1,3-aryldienes and their one-pot conversion to 2-hydroxy 4-substituted aryl thiazolesIICT Communication no: IICT/Pubs./2019/002Electronic supplementary information (ESI) available: Copies of 1H and 13C NMR spectra. See DOI: 10.1039/C9OB00054B

A regioselective visible light induced synthesis of aryl α-thiocyano ketones/thiocyano alcohols from activated terminal aryl alkynes and aryl 1,3-conjugated dienes was achieved. This mild and non-metallic oxidation is exclusively driven by benign ambient air in the presence of an organic photo-catalyst and NH 4 SCN. This protocol was also demonstrated at the 5 mmol scale for the synthesis of potentially therapeutic 2-hydroxy 4-substituted arylthiazoles in good yields, signifying its amenability for large-scale application. A photo-catalytic regio- and stereoselective difunctionalization of aryl terminal alkynes and aryl conjugated dienes is accomplished.