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A Flow Microreactor System Enables Organolithium Reactions without Protecting Alkoxycarbonyl Groups
- Authors
- 김희진
- Issue Date
- 9월-2010
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- aryllithium; flash chemistry; microreactors; organometallic compounds; protecting groups
- Citation
- CHEMISTRY-A EUROPEAN JOURNAL, v.16, no.36, pp.11167 - 11177
- Indexed
- SCIE
SCOPUS
- Journal Title
- CHEMISTRY-A EUROPEAN JOURNAL
- Volume
- 16
- Number
- 36
- Start Page
- 11167
- End Page
- 11177
- ISSN
- 0947-6539
- Abstract
- A flow microreactor system consisting of micromixers and microtube reactors provides an effective tool for the generation and reactions of aryllithiums bearing an alkoxycarbonyl group at para-, meta-, and ortho-positions. Alkyl p- and m-lithiobenzoates were generated by the I/Li exchange reaction with PhLi. The Br/Li exchange reactions with sBuLi were unsuccessful. Subsequent reactions of the resulting aryllithiums with electrophiles gave the desired products in good yields. On the other hand, alkyl o-lithiobenzoates were successfully generated by the Br/Li exchange reaction with sBuLi. Subsequent reactions with electrophiles gave the desired products in good yields.
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