Organocatalytic Fluoromalonate Addition to Tetrahydroisoquinolines through a CDC process

Recently green chemistry has attracted much attention from organic chemists due the problems that our society faces in terms of waste generation and energy consumption. For this reason cross dehydrogenative couplings (CDC) have emerged as one of the most important strategies for C−C bond formation nowadays. In our research group, enticed by the use of organocatalytic cross dehydrogenative coupling reactions and in the synthesis of fluorinated compounds, we developed a new organocatalytic methodology based on the CDC activation of tetrahydroisoquinolines followed by addition of fluoromalonates. The reaction is simply catalyzed by organic dyes (Rose Bengal) using green LED as a light source and oxygen as stoichiometric oxidant and let us to obtain the final fluorinated compounds in good yields.