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Silver(I)‐Catalyzed Synthesis of β‐Oxopropylcarbamates from Propargylic Alcohols and CO 2 Surrogate: A Gas‐Free Process
Author(s) -
Song QingWen,
Zhou ZhiHua,
Yin Hong,
He LiangNian
Publication year - 2015
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201501176
Subject(s) - chemistry , catalysis , carbon dioxide , primary (astronomy) , organic chemistry , carbon fibers , combinatorial chemistry , materials science , physics , astronomy , composite number , composite material
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.