Continuous Flow Synthesis of Ketones from Carbon Dioxide and Organolithium or Grignard Reagents |
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| Authors: | Dr Jie Wu Dr Xiaoqing Yang Dr Zhi He Dr Xianwen Mao Prof Dr T Alan Hatton Prof Dr Timothy F Jamison |
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| Institution: | 1. Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave., Cambridge, MA 02139 (USA);2. Department of Chemical Engineering, Massachusetts Institute of Technology, 77 Massachusetts Ave., Cambridge, MA 02139 (USA) |
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| Abstract: | We describe an efficient continuous flow synthesis of ketones from CO2 and organolithium or Grignard reagents that exhibits significant advantages over conventional batch conditions in suppressing undesired symmetric ketone and tertiary alcohol byproducts. We observed an unprecedented solvent‐dependence of the organolithium reactivity, the key factor in governing selectivity during the flow process. A facile, telescoped three‐step–one‐flow process for the preparation of ketones in a modular fashion through the in‐line generation of organometallic reagents is also established. |
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| Keywords: | CO2 conversion gas/liquid continuous flow Grignard reactions ketones organic lithium reactivity |
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