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

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Abstract

A mild and sustainable synthesis of 2,2-disubstituted oxetanes has been achieved through the use of a fow 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 afording in moderate to good yields 2-substituted-2-phenyloxetanes at higher temperatures with respect to macrobatch-mode where -78 °C is required.

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Degennaro, L., Nagaki, A., Moriwaki, Y., Romanazzi, G., Dell’anna, M. M., Yoshida, J. I., & Luisi, R. (2016). Flow microreactor synthesis of 2,2-disubstituted oxetanes via 2-phenyloxetan-2-yl lithium. Open Chemistry, 14(1), 377–382. https://doi.org/10.1515/chem-2016-0041

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