Conversion of Carbon Dioxide into Oxazolidinones Mediated by Quaternary Ammonium Salts and DBU. Issue 24 (15th August 2017)

• Record Type: Journal Article
• Authors: Lv, Min; Wang, Peng; Yuan, Dan; Yao, Yingming
• Is Part Of: ChemCatChem. Volume 9:Issue 24(2017)
• Page Start: 4451
• Page End: 4455
• Publication Date: 2017-08-15
• Subjects: ammonium salts -- carbon dioxide fixation -- heterocycles -- metal-free catalysts -- multicomponent reactions; Catalysis -- Periodicals; 541.39505
• DOI: 10.1002/cctc.201700594
• Languages: English
• ISSNs: 1867-3880

Abstract

Abstract: A straightforward method to construct oxazolidinones through a three‐component reaction involving CO2, epoxides, and amines promoted by a combination of Bu4 NI and 1, 8‐diazabicyclo[5.4.0]undec‐7‐ene was developed. A wide range of aromatic and aliphatic amines and monosubstituted epoxides were converted into 3, 5‐disubstituted‐2‐oxazolidines in up to 95 % yield. This metal‐free and easily available catalytic system was applicable to a broad range of substrates, including conventionally challenging ones such as aliphatic epoxides, at atmospheric pressure. Preliminary mechanistic studies suggested a reaction pathway involving β‐amino alcohols. Abstract : Easy as 1‐2‐3 ! Oxazolidinones are prepared through a three‐component reaction of CO2, epoxides, and amines promoted by a combination of Bu4 NI and 1, 8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU). This metal‐free and easily available catalytic system is applicable to a broad range of substrates, including conventionally challenging ones (e.g., aliphatic epoxides), at atmospheric pressure. Preliminary mechanistic studies suggest β‐amino alcohols as intermediates.