TY - JOUR
T1 - Arynes and Their Precursors from Arylboronic Acids via Catalytic C–H Silylation
AU - Devaraj, Karthik
AU - Ingner, Fredric J.L.
AU - Sollert, Carina
AU - Gates, Paul J.
AU - Orthaber, Andreas
AU - Pilarski, Lukasz T.
PY - 2019/5/3
Y1 - 2019/5/3
N2 - A new, operationally simple approach is presented to access arynes and their fluoride-activated precursors based on Ru-catalyzed C-H silylation of arylboronates. Chromatographic purification may be deferred until after aryne capture, rendering the arylboronates de facto precursors. Access to various new arynes and their derivatives is demonstrated, including – for the first time – those based on a 2,3-carbazolyne and 2,3-fluorenyne core, which pave the way for novel derivatizations of motifs relevant to materials chemistry.
AB - A new, operationally simple approach is presented to access arynes and their fluoride-activated precursors based on Ru-catalyzed C-H silylation of arylboronates. Chromatographic purification may be deferred until after aryne capture, rendering the arylboronates de facto precursors. Access to various new arynes and their derivatives is demonstrated, including – for the first time – those based on a 2,3-carbazolyne and 2,3-fluorenyne core, which pave the way for novel derivatizations of motifs relevant to materials chemistry.
UR - http://www.scopus.com/inward/record.url?scp=85064109180&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.9b00221
DO - 10.1021/acs.joc.9b00221
M3 - Article (Academic Journal)
C2 - 30835118
AN - SCOPUS:85064109180
VL - 84
SP - 5863
EP - 5871
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 9
ER -