Silver(I)‐Catalyzed Synthesis of β‐Oxopropylcarbamates from Propargylic Alcohols and CO<sub>2</sub> Surrogate: A Gas‐Free Process

Qing‐Wen Song, Zhi‐Hua Zhou, Hong Yin, Liang‐Nian He

ChemSusChem · 2015 · 42 citations · 45 references

Concepts

Abstract

The utilization of carbon dioxide poses major challenges owing to its high thermodynamic stability and kinetic inertness. To circumvent these problems, a simple reaction system is reported comprising ammonium carbamates as carbon dioxide surrogates, propargylic alcohols, and a silver(I) catalyst, for the effective conversion of a wide range of alcohols and secondary amines into the corresponding β-oxopropylcarbamates. A key feature of this strategy includes quantitative use of a carbon resource with high product yields under gas-free and mild reaction conditions. Notably, this catalytic protocol also works well for the carboxylative cyclization of propargylic amines and carbon dioxide surrogates to afford 2-oxazolidinones.

References

45