A new air-stable Si,S-chelating ligand for Ir-catalyzed directed: Ortho C-H borylation
A new air-stable Si,S-chelating ligand has been developed and used in an iridium-catalyzed ortho C-H borylation reaction with a broad substrate scope. This study provides the first example of using a sulfur-containing ligand in the catalytic C-H borylation process. It provides a rapid, efficient, and economical method for the preparation of organoboron compounds. This journal is
N,B-bidentate boryl ligand-supported iridium catalyst for efficient functional-group-directed C-H borylation
Convenient silylborane precursors for introducing N,B-bidentate boryl ligands onto transition metals were designed, prepared, and employed in ready formation of irdium(IIl) complexes via Si-B oxidative addition. A practical, efficient catalytic ortho-borylation reaction of arenes with a broad range of directing groups was developed using an in situ generated catalyst from the silylborane preligand 3c and [IrCl(COD)]2.
Ipso- borylation of aryl ethers via Ni-Catalyzed C-OMe Cleavage
A Ni-catalyzed ipso-borylation of aryl ethers via C(sp2)-OMe and C(sp3)-OMe cleavage is described. The transformation is characterized by its wide substrate scope under mild conditions and an exquisite divergence in site selectivity that can be easily switched by selecting the appropriate boron reagent.
Zarate, Cayetana,Manzano, Rubén,Martin, Ruben
supporting information
p. 6754 - 6757
(2015/06/16)
Silyl phosphorus and nitrogen donor chelates for homogeneous ortho borylation catalysis
Ir catalysts supported by bidentate silyl ligands that contain P- or N-donors are shown to effect ortho borylations for a range of substituted aromatics. The substrate scope is broad, and the modular ligand synthesis allows for flexible catalyst design.
Ghaffari, Behnaz,Preshlock, Sean M.,Plattner, Donald L.,Staples, Richard J.,Maligres, Peter E.,Krska, Shane W.,Maleczka, Robert E.,Smith, Milton R.
supporting information
p. 14345 - 14348
(2014/12/10)
Flow synthesis of arylboronic esters bearing electrophilic functional groups and space integration with Suzuki-Miyaura coupling without intentionally added base
We found that an integrated flow microreactor system enables the preparation of boronic esters bearing electrophilic functional groups using organolithium chemistry and that it allows for their use in Suzuki-Miyaura cross-coupling without intentionally added base. Based on this method, cross-coupling of two aryl halides bearing electrophilic functional groups was accomplished to obtain the corresponding biaryl compounds in one flow.
Nagaki, Aiichiro,Moriwaki, Yuya,Yoshida, Jun-Ichi
supporting information
p. 11211 - 11213
(2013/01/15)
Ortho-C-H borylation of benzoate esters with bis(pinacolato)diboron catalyzed by iridium-phosphine complexes
Iridium complexes generated from [Ir(OMe)(COD)]2 and tris[3,5-bis(trifluoromethyl)phenyl]phosphine efficiently catalyzed the ortho-C-H borylation of benzoate esters with bis(pinacolato)diboron in octane at 80 °C to produce the corresponding ary