2549-59-9Relevant academic research and scientific papers
ε-Caprolactone manufacture via efficient coupling Baeyer-Villiger oxidation with aerobic oxidation of alcohols
Du, Renfeng,Li, Haoran,Wang, Yongtao,Yao, Jia,Yuan, Haoran,Zhao, Chenxuan
, (2020/04/27)
To avoid the use of peracids oxidant or highly concentrated hydrogen peroxide which is potentially hazardous and explosive, herein, a new route to ε-caprolactone was developed in which molecule oxygen was employed as the terminal oxidant. The commercial available N-hydroxyphthalimide and ammonium cerium nitrate were used as the key catalysts for the increased yield of ε-caprolactone. For instance, the selectivity of ε-caprolactone was obtained 92 % with 85 % conversion of cyclohexanone which was comparable to the strategies using highly concentrated hydrogen peroxide. The sacrificed alcohols were transformed into corresponding ketones which were also valuable chemicals. Furthermore, the efficiency of the alcohols was achieved to unprecedented 52 %. The Baeyer-Villiger oxidation of various other cycloalkanones was also examined. The substituent group effect on the efficiency of sacrificed alcohols was investigated in which weak electron-donating substituent induced nearly quantitative yield of ε-caprolactone. The reaction mechanism was studied with the help of electron paramagnetic resonance which indicated the existence of a radical pathway.
Calcium(II)- And Triflimide-Catalyzed Intramolecular Hydroacyloxylation of Unactivated Alkenes in Hexafluoroisopropanol
Qi, Chenxiao,Yang, Shengwen,Gandon, Vincent,Leb?uf, David
supporting information, p. 7405 - 7409 (2019/10/02)
We report an efficient intramolecular hydroacyloxylation of unactivated alkenes, offering a streamlined access to relevant γ-lactones, which features the utilization of either a calcium(II) salt or triflimide as a catalyst in hexafluoroisopropanol. This method could be applied to the synthesis of natural products and the late-stage functionalization of natural and bioactive molecules. Additionally, DFT computations were used to elucidate the twist of reactivity observed between the hydroamidation and hydroacyloxylation of unactivated alkenes regarding the formation of 5- and 6-membered rings.
Candida antarctica lipase B-catalyzed synthesis of polyesters: Starting from ketones via a tandem BVO/ROP process
Zhong, Jiaren,Xu, Fan,Wang, Jianfeng,Li, Yanyan,Lin, Xianfu,Wu, Qi
, p. 8533 - 8540 (2014/03/21)
A novel enzymatic tandem procedure for the synthesis of substituted polyesters starting from ketones has been developed. Candida antarctica lipase B (CAL-B) was used as a catalyst for the whole procedure consisting of the Baeyer-Villiger oxidation (BVO) o
