676501-84-1Relevant articles and documents
Chemoselective Rhodium-Catalyzed Borylation of Bromoiodoarenes under Mild Conditions
Varni, Anthony J.,Bautista, Michael V.,Noonan, Kevin J.T.
, p. 6770 - 6777 (2020/07/21)
A chemoselective rhodium-catalyzed borylation has been developed for the preparation of aryl boronate esters. The reaction proceeds under mild conditions with excellent selectivity for C-I bonds in bromoiodoarenes and exhibits broad functional group tolerance. This procedure can act as a complementary approach toward bifunctional arenes along with other metal-catalyzed borylations. Additionally, the reaction's utility in the preparation of monomers for metal-catalyzed cross-coupling polymerization is demonstrated.
Sterically controlled C-H/C-H homocoupling of arenes: Via C-H borylation
Pei, Xiaocong,Zhou, Guan,Li, Xuejing,Xu, Yuchen,Panicker, Resmi C.,Srinivasan, Rajavel
supporting information, p. 5703 - 5707 (2019/06/19)
A mild one-pot protocol for the synthesis of symmetrical biaryls by sequential Ir-catalyzed C-H borylation and Cu-catalyzed homocoupling of arenes is described. The regiochemistry of the biaryl formed is sterically controlled as dictated by the C-H borylation step. The methodology is also successfully extended to heteroarenes. Some of the products obtained by this approach are impossible to obtain via the Ullmann or the Suzuki coupling protocols. Finally, we have shown a one-pot sequence describing C-H borylation/Cu-catalyzed homocoupling/Pd-catalyzed Suzuki coupling to obtain π-extended arene frameworks.
Double N,B-Type Bidentate Boryl Ligands Enabling a Highly Active Iridium Catalyst for C-H Borylation
Wang, Guanghui,Xu, Liang,Li, Pengfei
supporting information, p. 8058 - 8061 (2015/07/15)
Boryl ligands hold promise in catalysis due to their very high electron-donating property. In this communication double N,B-type boryl anions were designed as bidentate ligands to promote an sp2 C-H borylation reaction. A symmetric pyridine-con
Flow synthesis of arylboronic esters bearing electrophilic functional groups and space integration with Suzuki-Miyaura coupling without intentionally added base
Nagaki, Aiichiro,Moriwaki, Yuya,Yoshida, Jun-Ichi
supporting information, p. 11211 - 11213 (2013/01/15)
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.
Gold(iii)-catalyzed halogenation of aromatic boronates with N -halosuccinimides
Qiu, Di,Mo, Fanyang,Zheng, Zhitong,Zhang, Yan,Wang, Jianbo
supporting information; experimental part, p. 5474 - 5477 (2011/02/22)
Aromatic boronates bearing halogen substituents in the aromatic ring can be synthesized by AuCl3-catalyzed halogenations with N-halosuccinimides.
Iridium-Catalyzed Direct Borylation of Five-Membered Heteroarenes by Bis(pinacolato)diboron: Regioselective, Stoichiometric, and Room Temperature Reactions
Ishiyama, Tatsuo,Takagi, Jun,Yonekawa, Yuhei,Hartwig, John F.,Miyaura, Norio
, p. 1103 - 1106 (2007/10/03)
An iridium(I) complex generated from 1/ 2[Ir(OMe)(COD)]2 and 4,4′-di-tert-butyl-2,2′-bipyridine catalyzed the direct borylation of 2-substituted thiophenes, furans and pyrroles in stoichiometric amounts relative to bis(pinacolato)diboron in hex
