Gao Yong, Liu Yunyun, Wan Jie-Ping
College of Chemistry and Chemical Engineering , Jiangxi Normal University , Nanchang 330022 , P.R. China.
J Org Chem. 2019 Feb 15;84(4):2243-2251. doi: 10.1021/acs.joc.8b02981. Epub 2019 Jan 31.
The visible light induced C-H bond thiocyanation on the α-site of tertiary enaminones has been realized under metal-free, photocatalytic conditions in the presence of Rose Bengal, which enables the synthesis of thiocyanated alkene derivatives and chromones using NHSCN as the thiocyano source under an aerobic atmosphere. In addition, employing Ru(bpy)Cl·6HO as the photocatalyst switches the reaction pathway to provide NH-functionalized thiocyanated enamines via the difunctionalization process consisting of C-H bond thiocyanation and vinyl C-N bond transamination.
在无金属、光催化条件下，以孟加拉玫瑰红为催化剂，在有氧气氛中以NHSCN为硫氰基源，实现了可见光诱导的叔烯胺酮α位C-H键硫氰化反应，该反应能够合成硫氰化烯烃衍生物和色酮。此外，使用Ru(bpy)Cl·6H₂O作为光催化剂可切换反应路径，通过由C-H键硫氰化和乙烯基C-N键转氨组成的双官能化过程提供NH官能化的硫氰化烯胺。
