66434-74-0Relevant academic research and scientific papers
Switchable synthesis of cyclic carbamates by carbon dioxide fixation at atmospheric pressure
Toda, Yasunori,Shishido, Minoru,Aoki, Tatsuya,Sukegawa, Kimiya,Suga, Hiroyuki
supporting information, p. 6672 - 6675 (2021/07/13)
The base-promoted switchable synthesis of five- and six-membered cyclic carbamates using atmospheric pressure carbon dioxide as the C1 source was developed. The chemoselectivity of products was simply controlled by changing bases and solvents. The reaction proceeds effectively under mild conditions, affording valuable cyclic carbamates. Experimental results and DFT studies revealed the reaction mechanism.
Convenient synthesis of oxazolidinones by the use of halomethyloxirane, primary amine, and carbonate salt
Osa, Yumiko,Hikima, Yuka,Sato, Yoko,Takino, Kouichi,Ida, Yoshihiro,Hirono, Shuichi,Nagase, Hiroshi
, p. 5737 - 5740 (2007/10/03)
Primary amines reacted with carbonate salts (Na2CO3, K2CO3, Cs2CO3, and Ag 2CO3) and halomethyloxiranes in the presence of a base such as DBU or TEA to give oxazolidinones in high yields. The use of K 2CO3 among these carbonate gave the best yield in this synthesis. A reaction mechanism was proposed that the oxazolidinone was obtained from an oxazinanone intermediate via a bicyclo[2.2.1] intermediate. The present reaction can be widely applied to convenient synthesis of useful N-substituted oxazolidinones and chiral oxazolidinones.
