TY - JOUR
T1 - Iridium-Catalyzed Regioselective Borylation of Substituted Biaryls
AU - Chotana, Ghayoor
AU - Asghar, Soneela
AU - Shahzadi, Tayyaba
AU - Alazmi, Meshari
AU - Gao, Xin
AU - Emwas, Abdul-Hamid M.
AU - Saleem, Rahman
AU - Batool, Farhat
N1 - KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: We extend our acknowledgement to KAUST core labs facilities, and the University of Bristol, UK, for NMR and HRMS measurements.
PY - 2018/3/28
Y1 - 2018/3/28
N2 - Biarylboronic esters are generally prepared by directed ortho -metalation or by Miyaura borylation and hence rely on the presence of a directing group or pre-functionalization. In this paper, the preparation of biarylboronic esters by direct C–H borylation of biaryl substrates is reported. Sterically governed regioselectivities were observed in the borylation of appropriately substituted biaryls by using [Ir(OMe)(COD)] precatalyst and di- tert -butylbipyridyl ligand. The resulting biarylboronic esters were isolated in 38–98% yields. The synthesized biarylboronic esters were further successfully employed in C–O, C–Br, and C–C coupling reactions.
AB - Biarylboronic esters are generally prepared by directed ortho -metalation or by Miyaura borylation and hence rely on the presence of a directing group or pre-functionalization. In this paper, the preparation of biarylboronic esters by direct C–H borylation of biaryl substrates is reported. Sterically governed regioselectivities were observed in the borylation of appropriately substituted biaryls by using [Ir(OMe)(COD)] precatalyst and di- tert -butylbipyridyl ligand. The resulting biarylboronic esters were isolated in 38–98% yields. The synthesized biarylboronic esters were further successfully employed in C–O, C–Br, and C–C coupling reactions.
UR - http://hdl.handle.net/10754/627630
UR - https://www.thieme-connect.de/products/ejournals/html/10.1055/s-0036-1591968
UR - http://www.scopus.com/inward/record.url?scp=85044604235&partnerID=8YFLogxK
U2 - 10.1055/s-0036-1591968
DO - 10.1055/s-0036-1591968
M3 - Article
SN - 0039-7881
VL - 50
SP - 2211
EP - 2220
JO - Synthesis
JF - Synthesis
IS - 11
ER -