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Direct Introduction of −OCD3 into the Hantzsch Pyrrole Synthesis via Multicomponent Cascade Cyclization: Synthesis of Fully Substituted Pyrrole Derivatives
Li-ShengWang,YouZhou,Shuang-GuiLei,Bo-ChengTang,Zhi-ChengYu,YongxingTang,YandongWu,AnxinWu
Advanced Synthesis & Catalysis Pub Date : 07/24/2023 00:00:00 , DOI:10.1002/adsc.202300629
Abstract
A I2–DMSO mediated approach to introduce −OCD3 into pyrroles in situ via multicomponent cascade cyclization reaction using methyl ketones, aniline, ethyl benzoylacetate and CD3OD as readily available substrates is reported. This process realizes introduction of −OCD3 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.
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