Formylation and Bromination of Pyrrolo[2,1-<i>a</i>]isoquinoline Derivatives with Bromoisobutyrate and Dimethyl Sulfoxide
Jia‐Qin Li, Hui‐Lin Tan, Dandan Ma, Xin‐Xin Zhu, Hai‐Lei Cui
Abstract
We have developed an efficient formylation of pyrroloisoquinolines using bromoisobutyrate and dimethyl sulfoxide as carbonyl reagent. Various formylated pyrroloisoquinolines could be prepared in good yields (up to 94%). This formylation process can be easily scaled up to gram scale with good yield. In most cases of pyrroloisoquinolines without methoxy groups, the combination of bromoisobutyrate and dimethyl sulfoxide could act as a bromination reagent, delivering brominated pyrroloisoquinolines in acceptable to good yields (up to 82%).
Topics & Concepts
FormylationHalogenationChemistryDimethyl sulfoxideReagentIsoquinolineYield (engineering)Organic chemistryCombinatorial chemistryCatalysisMetallurgyMaterials scienceCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsSynthesis and Characterization of Pyrroles