Affiliation:
1. Department of Chemical Science and Engineering, Kobe University
2. Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University
3. Research Center for Membrane and Film Technology, Kobe University
Abstract
AbstractSelective trapping of (4,5-dibromo-2-thienyl)lithium, known to undergo halogen dance, was achieved in a flow microreactor. This transient thienyllithium, generated by mixing 2,3-dibromothiophene and lithium diisopropylamide at –78 °C for 1.6 seconds, reacted with benzaldehyde. The reaction system is also applicable to other carbonyl compounds to afford the corresponding adducts in good yields. Moreover, the established conditions permit the conversion of 2,5-dibromothiophene into a mixture of the two constitutional isomers. The contrasting results are discussed on the basis of the reaction pathway.
Funder
Japan Society for the Promotion of Science
Cited by
11 articles.
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