Pramanik Mukund M D, Nagode Savita B, Kant Ruchir, Rastogi Namrata
Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow 226031, India.
Org Biomol Chem. 2017 Sep 13;15(35):7369-7373. doi: 10.1039/c7ob01756a.
The present work documents the α-C-H functionalization of tertiary amines via the visible light catalyzed Mannich reaction with silyl diazoenolates. The reaction takes place at room temperature with an organic dye, Rose Bengal, as a photocatalyst and oxygen as the oxidant. The resulting multifunctional products bearing an α-diazo-β-keto group undergo Rh-carbenoid mediated cyclization, affording stable ammonium ylides in high yields.