Iridium-Mediated Borylation of Benzylic C-H Bonds by Borohydride

被引：40

作者：

Tang, Christina Y. ^{[1
]}

Smith, William ^{[1
]}

Thompson, Amber L. ^{[1
]}

Vidovic, Dragoslav ^{[1
]}

Aldridge, Simon ^{[1
]}

机构：

[1] Univ Oxford, Inorgan Chem Lab, S Parks Rd, Oxford OX1 3QR, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 06期

基金：

英国工程与自然科学研究理事会;

关键词：

boron; borylation; C-H activation; iridium; N-heterocyclic ligands; N-HETEROCYCLIC CARBENE; CATALYZED BORYLATION; COMPLEXES; RHODIUM; ACTIVATION; ARENES; PINACOLBORANE; FUNCTIONALIZATION; INTERMEDIATE; CHEMISTRY;

D O I：

10.1002/anie.201006320

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Simple source: An intramolecular iridium-mediated C-H borylation proceeds through transfer of a BH3 fragment from borohydride to a benzylic carbon center (see scheme; coe=cyclooctene). Simple and inexpensive LiBH 4 is thus utilized as the boron source in C-H to C-B conversion. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：1359 / 1362

页数：4

共 50 条

[1] Iridium-Catalyzed Borylation of Secondary Benzylic C-H Bonds Directed by a Hydrosilane
Cho, Seung Hwan
Hartwig, John F.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (22) : 8157 - 8160
[2] Ligand-Free Iridium-Catalyzed Borylation of Secondary Benzylic C-H Bonds
Liu, Luhua
Du, Rongrong
Xu, Senmiao
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (04) : 1572 - 1581
[3] Borylation of C-H bonds with iridium pincer catalysts
Ozerov, Oleg V.
Lee, Chun-I
Zhou, Jia
Hirscher, Nathanael A.
Press, Loren P.
Bhuvanesh, Nattamai
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
[4] Benzothiazole-Directed Enantioselective Borylation of Secondary Benzylic C-H Bonds Using Iridium Catalysis
Xie, Liang-Jun
Chen, Lili
Xu, Senmiao
SYNTHESIS-STUTTGART, 2024, 56 (17): : 2638 - 2647
[5] Mechanistic studies of the iridium-catalyzed ortho C-H borylation of benzylic amines
Chuang, Natalie
Samoshin, Andrey
Oliver, Clay
Hyland, Stephen
Guan, Hairong
Clark, Timothy
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
[6] Mechanistic studies of the iridium-catalyzed ortho C-H borylation of benzylic amines
Oliver, Clay
Samoshin, Andrey
McGarry, Kathryn
Guan, Hairong
Clark, Timothy
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254
[7] Iridium-Catalyzed Borylation of Secondary C-H Bonds in Cyclic Ethers
Liskey, Carl W.
Hartwig, John F.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (30) : 12422 - 12425
[8] Iridium-Catalyzed Borylation of Primary Benzylic C-H Bonds without a Directing Group: Scope, Mechanism, and Origins of Selectivity
Larsen, Matthew A.
Wilson, Conner V.
Hartwig, John F.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (26) : 8633 - 8643
[9] Iridium-Catalyzed, Substrate-Directed C-H Borylation Reactions of Benzylic Amines
Roering, Andrew J.
Hale, Lillian V. A.
Squier, Phillip A.
Ringgold, Marissa A.
Wiederspan, Emily R.
Clark, Timothy B.
ORGANIC LETTERS, 2012, 14 (13) : 3558 - 3561
[10] Iridium-catalyzed C-H borylation of benzylic amines: Reaction development and substrate scope
Hale, Lillian V. A.
Ringgold, Marissa A.
Roering, Andrew J.
Squier, Philip A.
Capaldi, Jessica M.
Butler, Emily R.
Clark, Timothy B.
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243

← 1 2 3 4 5 →