TY - JOUR A1 - Nagaki, Aiichiro A1 - Takabayashi, Naofumi A1 - Tomida, Yutaka A1 - Yoshida, Jun-ichi T1 - Synthesis of unsymmetrically substituted biaryls via sequential lithiation of dibromobiaryls using integrated microflow systems JF - Beilstein Journal of Organic Chemistry PY - 2009/// VL - 5 SP - 16 SN - 1860-5397 DO - 10.3762/bjoc.5.16 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.5.16 KW - dibromobiaryls KW - fast mixing KW - integrated microflow system KW - selective lithiation KW - unsymmetrically substituted biaryls N2 - A microflow system consisting of micromixers and microtube reactors provides an effective method for the introduction of two electrophiles onto dibromobiaryls. 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 2,2′-dibromobibenzyl 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 was achieved using an integrated microflow system composed of four micromixers and four microtube reactors to obtain unsymmetrically substituted biaryl compounds. ER -