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Published on: March 20, 2017
Generation and Use of Bicyclo[1.1.0]butyllithium under Continuous Flow Conditions
Elena Graziano1,2, Marco Colella1, Marcus Baumann2
1FLAME-Lab, Flow Chemistry and Microreactor Technology Laboratory, Department of Pharmacy-Drug Sciences, University of Bari "A. Moro", Via Edoardo Orabona 4, 70125 Bari, Italy.
Abstract:
The bicyclo[1.1.0]butyl scaffold has emerged as a valuable bioisostere in drug discovery programs. Here, we present a streamlined approach for the generation of bicyclo[1.1.0]butyllithium and its functionalization with various classes of electrophiles in a one-flow process, eliminating the need for intermediate isolation. In comparison to traditional batch processes, the flow method allows the use of a single organolithium reagent instead of two and operates at significantly higher temperatures (0 °C versus -78 °C), enhancing both practicality and scalability.
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