Litcius/Paper detail

CuI-Catalyzed Decarboxylative Thiolation of Propargylic Cyclic Carbonates/Carbamates to Access Allenyl Thioethers

Wen‐Ya Lu, Yong You, Tingting Li, Zhen‐Hua Wang, Jian‐Qiang Zhao, Wei‐Cheng Yuan

2021The Journal of Organic Chemistry33 citationsDOI

Abstract

The first CuI-catalyzed decarboxylative thiolation of terminal alkyne-substituted cyclic carbonates/carbamates to access allenes has been developed. A wide range of hydroxymethyl- and aminomethyl-containing allenyl thioethers were smoothly obtained in good to excellent yields under mild conditions. The copper-allenylidene intermediate among the process is crucial to the decarboxylative thiolation reaction. This method opens up a new channel to access allenyl thioether compounds.

Topics & Concepts

ChemistryThioetherAlkyneCatalysisHydroxymethylDecarboxylationCombinatorial chemistryOrganic chemistryMedicinal chemistrySulfur-Based Synthesis TechniquesCarbon dioxide utilization in catalysisCatalytic C–H Functionalization Methods