Literature DB >> 20429524

Ester-directed regioselective borylation of heteroarenes catalyzed by a silica-supported iridium complex.

Soichiro Kawamorita1, Hirohisa Ohmiya, Masaya Sawamura.   

Abstract

The ester-directed regioselective borylation of arenes catalyzed by a silica-supported monophosphine-Ir complex displayed a significantly broad substrate scope toward heteroaromatic compounds, including thiophene, pyrrole, furan, benzothiophene, benzofuran, indole, and carbazole derivatives. The regioselectivity is complementary to the selectivities observed in the heteroarene C-H borylation with the dtbpy-Ir catalyst system.

Entities:  

Year:  2010        PMID： 20429524     DOI： 10.1021/jo100352b

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  10 in total

1.  Catalyst-Free Formal Thioboration to Synthesize Borylated Benzothiophenes and Dihydrothiophenes.

Authors:  Darius J Faizi; Ashlee J Davis; Fiach B Meany; Suzanne A Blum
Journal:  Angew Chem Int Ed Engl       Date:  2016-10-13       Impact factor: 15.336

2.  Total Synthesis of Verruculogen and Fumitremorgin A Enabled by Ligand-Controlled C-H Borylation.

Authors:  Yu Feng; Dane Holte; Jochen Zoller; Shigenobu Umemiya; Leah R Simke; Phil S Baran
Journal:  J Am Chem Soc       Date:  2015-08-11       Impact factor: 15.419

3.  Total Synthesis of Tambromycin Enabled by Indole C-H Functionalization.

Authors:  Galen P Miley; Jennifer C Rote; Richard B Silverman; Neil L Kelleher; Regan J Thomson
Journal:  Org Lett       Date:  2018-03-27       Impact factor: 6.005

4.  Evolution of C-H Bond Functionalization from Methane to Methodology.

Authors:  John F Hartwig
Journal:  J Am Chem Soc       Date:  2015-12-15       Impact factor: 15.419

5.  A traceless directing group for C-H borylation.

Authors:  Sean M Preshlock; Donald L Plattner; Peter E Maligres; Shane W Krska; Robert E Maleczka; Milton R Smith
Journal:  Angew Chem Int Ed Engl       Date:  2013-11-12       Impact factor: 15.336

6.  C7-derivatization of C3-alkylindoles including tryptophans and tryptamines.

Authors:  Richard P Loach; Owen S Fenton; Kazuma Amaike; Dustin S Siegel; Erhan Ozkal; Mohammad Movassaghi
Journal:  J Org Chem       Date:  2014-11-10       Impact factor: 4.354

7.  Silyl phosphorus and nitrogen donor chelates for homogeneous ortho borylation catalysis.

Authors:  Behnaz Ghaffari; Sean M Preshlock; Donald L Plattner; Richard J Staples; Peter E Maligres; Shane W Krska; Robert E Maleczka; Milton R Smith
Journal:  J Am Chem Soc       Date:  2014-10-01       Impact factor: 15.419

Review 8.  Indolylboronic Acids: Preparation and Applications.

Authors:  Marek Čubiňák; Tereza Edlová; Peter Polák; Tomáš Tobrman
Journal:  Molecules       Date:  2019-09-28       Impact factor: 4.411

9.  Ligand-free iridium-catalyzed regioselective C-H borylation of indoles.

Authors:  Zilong Pan; Luhua Liu; Senmiao Xu; Zhenlu Shen
Journal:  RSC Adv       Date:  2021-01-29       Impact factor: 3.361

10.  Photoinduced Heterogeneous C-H Arylation by a Reusable Hybrid Copper Catalyst.

Authors:  Isaac Choi; Valentin Müller; Gaurav Lole; Robert Köhler; Volker Karius; Wolfgang Viöl; Christian Jooss; Lutz Ackermann
Journal:  Chemistry       Date:  2020-02-25       Impact factor: 5.236
  10 in total

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