Litcius/Paper detail

Copper-Catalyzed Decarboxylative Cascade Cyclization of Propargylic Cyclic Carbonates/Carbamates with Pyridinium 1,4-Zwitterionic Thiolates to Fused Polyheterocyclic Structures

Tingting Li, Yong You, Ting-Jia Sun, Yan-Ping Zhang, Jian‐Qiang Zhao, Zhen‐Hua Wang, Wei‐Cheng Yuan

2022Organic Letters39 citationsDOI

Abstract

A copper-catalyzed decarboxylative cascade cyclization of propargylic cyclic carbonates/carbamates with pyridinium 1,4-zwitterionic thiolates is developed. A range of fused polyheterocyclic compounds are obtained in moderate to good yields with excellent diastereoselectivities. Of particular note is that four new bonds (two C-C, one C-O/N, one C-S) and four new stereocenters could be efficiently embedded into the tetracyclic fused scaffolds in a single step.

Topics & Concepts

ChemistryPyridiniumCatalysisCascadeCombinatorial chemistryZwitterionOrganic chemistryMedicinal chemistryMoleculeChromatographyCatalytic C–H Functionalization MethodsCarbon dioxide utilization in catalysisCatalytic Alkyne Reactions