Direct Introduction of −OCD<sub>3</sub> into the Hantzsch Pyrrole Synthesis <i>via</i> Multicomponent Cascade Cyclization: Synthesis of Fully Substituted Pyrrole Derivatives
Li‐Sheng Wang, You Zhou, Shuang‐Gui Lei, Bo‐Cheng Tang, Zhi‐Cheng Yu, Yong‐Xing Tang, Yan‐Dong Wu, An‐Xin Wu
Abstract
Abstract A I 2 ‐DMSO mediated approach to introduce −OCD 3 into pyrroles in situ via multicomponent cascade cyclization reaction using methyl ketones, aniline, ethyl benzoylacetate and CD 3 OD as readily available substrates is reported. This process realizes introduction of −OCD 3 into the Hantzsch pyrrole synthesis and synthesis of deuterated alkoxy‐substituted pyrroles with formation of one C−C bond, one C−O bond and two C−N bonds in one pot. Notably, this conversion has good substrate compatibility (62 examples) and eliminates of the need for anhydrous and anaerobic operation.
Topics & Concepts
ChemistryPyrroleAnilineCascadeCombinatorial chemistryOne-pot synthesisAnhydrousOrganic synthesisOrganic chemistryMedicinal chemistryCatalysisChromatographyChemical Reactions and IsotopesMass Spectrometry Techniques and ApplicationsChemical Synthesis and Analysis