Efficient synthesis of 2-oxazolidinones and quinazoline-2, 4(1H, 3H)-diones from CO2 catalyzed by tetrabutylammonium fluoride. Issue 24 (14th June 2018)

• Record Type: Journal Article
• Authors: Fujii, Akira; Matsuo, Hideaki; Choi, Jun-Chul; Fujitani, Tadahiro; Fujita, Ken-ichi
• Is Part Of: Tetrahedron. Volume 74:Issue 24(2018)
• Page Start: 2914
• Page End: 2920
• Publication Date: 2018-06-14
• Subjects: Carbon dioxide -- Catalysis -- Tetrabutylammonium fluoride; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2018.04.059
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: By employing tetrabutylammonium fluoride (TBAF) as a catalyst, the various carboxylative cyclizations of the propargylic amines having internal alkynes with CO2 proceeded to afford the corresponding 2-oxazolidinones. In this case, it was also found that the generated 2-oxazolidinones were tautomerized into the corresponding 2-oxazolones due to the basicity of TBAF. In addition, we performed the synthesis of quinazoline-2, 4(1 H, 3 H )-dione from 2-aminobenzonitrile and CO2 by using TBAF as a catalyst. Graphical abstract: