Selective monolithiation of dibromobiaryls using microflow systems

Organic Letters
Aiichiro NagakiJun-ichi Yoshida

Abstract

Selective monolithiation of dibromobiaryls, such as 2,2'-dibromobiphenyl, 4,4'-dibromobiphenyl, 2,7-dibromo-9,9-dioctylfluorene, 2,2'-dibromo-1,1'-binaphthyl, and 5,5'-dibromo-2,2'-bithiophene, with 1 equiv of n-butyllithium followed by the reaction with electrophiles was achieved using a microflow system by virtue of fast micromixing and precise temperature control. Sequential introduction of two different electrophiles based on this method was also achieved using a microflow system composed of four micromixers and four microtube reactors.

References

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Citations

Jul 20, 2010·Annual Review of Analytical Chemistry·Jonathan P McMullen, Klavs F Jensen
Sep 15, 2011·Beilstein Journal of Organic Chemistry·Aiichiro NagakiJun-Ichi Yoshida
Jun 2, 2017·Chemical Reviews·Matthew B PlutschackPeter H Seeberger
Jun 10, 2015·Organic & Biomolecular Chemistry·Aiichiro NagakiJun-ichi Yoshida
Aug 21, 2012·Chemistry : a European Journal·Aiichiro NagakiJun-ichi Yoshida
Feb 13, 2013·Chemistry, an Asian Journal·Aiichiro NagakiJun-ichi Yoshida
Oct 8, 2009·Angewandte Chemie·Andrew R BogdanD Tyler McQuade
Feb 19, 2010·Organic & Biomolecular Chemistry·Aiichiro NagakiJun-ichi Yoshida
Aug 18, 2010·Chemistry : a European Journal·Aiichiro NagakiJun-ichi Yoshida
Sep 8, 2010·Angewandte Chemie·Aiichiro NagakiJun-ichi Yoshida
Sep 10, 2010·Chemistry : a European Journal·Malte BrasholzAndrew B Holmes
Oct 30, 2010·Chemistry : a European Journal·Aiichiro NagakiJun-ichi Yoshida
Feb 19, 2019·Chemistry : a European Journal·Aiichiro NagakiJun-Ichi Yoshida
Apr 14, 2017·Beilstein Journal of Organic Chemistry·Flavio FanelliRenzo Luisi
Mar 2, 2012·Chemistry, an Asian Journal·Aiichiro NagakiJun-Ichi Yoshida
Apr 21, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yusuke Takahashi, Aiichiro Nagaki
Mar 12, 2011·ChemSusChem·Jun-ichi YoshidaAiichiro Nagaki
May 7, 2013·Organic Letters·Keisuke AsanoJun-ichi Yoshida

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