Generation and reaction of cyano-substituted aryllithium compounds using microreactors

Aiichiro Nagaki, Heejin Kim, Hirotsugu Usutani, Chika Matsuo, Jun Ichi Yoshida

Research output: Contribution to journalArticle

75 Citations (Scopus)

Abstract

We developed a microflow method for the generation and reactions of aryllithiums bearing a cyano group, including o-lithiobenzonitrile, m-lithiobenzonitrile and p-lithiobenzonitrile. The method was effective at much higher temperatures than are required for conventional macrobatch reactions, by virtue of rapid mixing, short residence time, and efficient temperature control. In addition, reactions of o-lithiobenzonitrile with carbonyl compounds followed by trapping of the resulting lithium alkoxides with electrophiles were achieved in an integrated microflow system.

Original languageEnglish
Pages (from-to)1212-1217
Number of pages6
JournalOrganic and Biomolecular Chemistry
Volume8
Issue number5
DOIs
Publication statusPublished - 2010 Feb 26
Externally publishedYes

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Bearings (structural)
Carbonyl compounds
Addition reactions
Lithium
Temperature control
Temperature
carbonyl compounds
temperature control
alkoxides
lithium
trapping

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Generation and reaction of cyano-substituted aryllithium compounds using microreactors. / Nagaki, Aiichiro; Kim, Heejin; Usutani, Hirotsugu; Matsuo, Chika; Yoshida, Jun Ichi.

In: Organic and Biomolecular Chemistry, Vol. 8, No. 5, 26.02.2010, p. 1212-1217.

Research output: Contribution to journalArticle

Nagaki, Aiichiro ; Kim, Heejin ; Usutani, Hirotsugu ; Matsuo, Chika ; Yoshida, Jun Ichi. / Generation and reaction of cyano-substituted aryllithium compounds using microreactors. In: Organic and Biomolecular Chemistry. 2010 ; Vol. 8, No. 5. pp. 1212-1217.
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