Flow microreactor synthesis of 2,2-disubstituted oxetanes via 2-phenyloxetan-2-yl lithium

Open Chemistry

Nagaki Aiichiro¹  Yoshida Jun-ichi²  DelľAnna Maria Michela²  Degennaro Leonardo³  Romanazzi Giuseppe⁴  Moriwaki Yuya⁴  Luisi Renzo⁴ 

[1] FLAME-Lab – Flow Chemistry and Microreactor Technology Laboratory, Via E. Orabona 4, 70125, Bari Italy;DICATECh, Politecnico di Bari, Via E. Orabona 4, 70125, Bari Italy;Department of Pharmacy – Drug Sciences, University of Bari “A. Moro”;Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan;

关键词: oxetanes;    organolithium;    flow chemistry;    microreactor system;    residence time;   

DOI  :  10.1515/chem-2016-0041

来源: DOAJ

【 摘 要 】

A mild and sustainable synthesis of 2,2-disubstituted oxetanes has been achieved through the use of a flow microreactor system. By controlling the residence time a highly unstable intermediate such as 2-phenyloxetan-2-yl lithium can be generated and trapped with various electrophiles affording in moderate to good yields 2-substituted-2-phenyloxetanes at higher temperatures with respect to macrobatch-mode where –78 °C is required.

【 授权许可】

Unknown