Method for performing driving synthesis of 4-alkyl or aryl-2-aminothiazole by visible light
The invention relates to a method for performing driving synthesis of 4-alkyl or aryl-2-aminothiazole by visible light. The method comprises the following steps: adding an olefin azide compound, ammonium thiocyanate and copper acetate into a solvent acetonitrile separately, performing driving reaction by using visible light with wavelength of 450 to 460 nm at the temperature of 25 DEG C for 20 to36 hours to obtain reaction liquid, and spin-drying the reaction liquid to obtain concentrate; and performing silica-gel column chromatography on the concentrate to obtain the 4-alkyl or aryl-2-aminothiazole. The method is high in yield, mild in condition and low in environmental pollution.
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Paragraph 0117; 0118; 0119; 0120; 0121; 0122
(2018/04/02)
Visible-Light-Driven Synthesis of 4-Alkyl/Aryl-2-Aminothiazoles Promoted by in Situ Generated Copper Photocatalyst
Room-temperature synthesis of 4-alkyl/aryl-2-aminothiazoles from vinyl azides and ammonium thiocyanate was accomplished with the aid of copper salts and blue LED irradiation. Mechanism investigation indicates that in situ-formed Cu(NCS)2- plays dual important roles in the reaction: (1) as the photocatalyst to activate vinyl azides, (2) as the Lewis acid catalyst to promote ring opening of 2H-azirines with thiocyanide. This process is distinguished by high yields, mild conditions, low catalyst loadings, and tolerating numerous alkyl- and aryl vinyl azides with an array of functional groups.
