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Literature DB >> 20715841

Nickel-catalyzed C-O activation of phenol derivatives with potassium heteroaryltrifluoroborates.

Abstract

A general method based on nickel-catalyzed C-O activation of various phenol derivatives with potassium (hetero)aryltrifluoroborates has been developed. A large number of heterobiaryls can be easily obtained with yields up to 99% using methanesulfonate cross-coupling partners.

Entities: Chemical Disease Gene

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Year: 2010 PMID： 20715841 PMCID： PMC2937100 DOI： 10.1021/ol101592r

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

23 in total

1. A general palladium-catalyzed Suzuki-Miyaura coupling of aryl mesylates.

Authors: Chau Ming So; Chak Po Lau; Fuk Yee Kwong
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

2. Catalysts for Suzuki-Miyaura coupling processes: scope and studies of the effect of ligand structure.

Authors: Timothy E Barder; Shawn D Walker; Joseph R Martinelli; Stephen L Buchwald
Journal: J Am Chem Soc Date: 2005-04-06 Impact factor: 15.419

3. A versatile catalyst system for Suzuki-Miyaura cross-coupling reactions of C(sp(2))-tosylates and mesylates.

Authors: Brijesh Bhayana; Brett P Fors; Stephen L Buchwald
Journal: Org Lett Date: 2009-09-03 Impact factor: 6.005

4. Suzuki-Miyaura coupling of aryl tosylates catalyzed by an array of indolyl phosphine-palladium catalysts.

Authors: Chau Ming So; Chak Po Lau; Albert S C Chan; Fuk Yee Kwong
Journal: J Org Chem Date: 2008-09-11 Impact factor: 4.354

5. N,N-diethyl O-carbamate: directed metalation group and orthogonal Suzuki-Miyaura cross-coupling partner.

Authors: Aurora Antoft-Finch; Tom Blackburn; Victor Snieckus
Journal: J Am Chem Soc Date: 2009-12-16 Impact factor: 15.419

6. Nickel-catalyzed cross-coupling of aryl methyl ethers with aryl boronic esters.

Authors: Mamoru Tobisu; Toshiaki Shimasaki; Naoto Chatani
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

7. Scope of the Suzuki-Miyaura cross-coupling reactions of potassium heteroaryltrifluoroborates.

Authors: Gary A Molander; Belgin Canturk; Lauren E Kennedy
Journal: J Org Chem Date: 2009-02-06 Impact factor: 4.354

8. Palladium-catalyzed Suzuki-Miyaura cross-couplings of aryl tosylates with potassium aryltrifluoroborates.

Authors: Liang Zhang; Tianhao Meng; Jie Wu
Journal: J Org Chem Date: 2007-11-02 Impact factor: 4.354

9. Cross-coupling reactions of aryl pivalates with boronic acids.

Authors: Kyle W Quasdorf; Xia Tian; Neil K Garg
Journal: J Am Chem Soc Date: 2008-10-08 Impact factor: 15.419

10. Mechanism of Ni-catalyzed selective C-O bond activation in cross-coupling of aryl esters.

Authors: Zhe Li; Song-Lin Zhang; Yao Fu; Qing-Xiang Guo; Lei Liu
Journal: J Am Chem Soc Date: 2009-07-01 Impact factor: 15.419

14 in total

Review 1. Nickel-catalyzed cross-couplings involving carbon-oxygen bonds.

Authors: Brad M Rosen; Kyle W Quasdorf; Daniella A Wilson; Na Zhang; Ana-Maria Resmerita; Neil K Garg; Virgil Percec
Journal: Chem Rev Date: 2010-12-06 Impact factor: 60.622

2. Cross-coupling of mesylated phenol derivatives with potassium cyclopropyltrifluoroborate.

Authors: Gary A Molander; Floriane Beaumard; Terren K Niethamer
Journal: J Org Chem Date: 2011-09-02 Impact factor: 4.354

3. Cross-coupling of mesylated phenol derivatives with potassium alkoxymethyltrifluoroborates.

Authors: Gary A Molander; Floriane Beaumard
Journal: Org Lett Date: 2011-07-06 Impact factor: 6.005

4. Suzuki-Miyaura cross-coupling of aryl carbamates and sulfamates: experimental and computational studies.

Authors: Kyle W Quasdorf; Aurora Antoft-Finch; Peng Liu; Amanda L Silberstein; Anna Komaromi; Tom Blackburn; Stephen D Ramgren; K N Houk; Victor Snieckus; Neil K Garg
Journal: J Am Chem Soc Date: 2011-04-01 Impact factor: 15.419

5. Cross-coupling of mesylated phenol derivatives with potassium ammonio- and amidomethyltrifluoroborates.

Authors: Gary A Molander; Floriane Beaumard
Journal: Org Lett Date: 2011-02-04 Impact factor: 6.005

6. Suzuki-Miyaura cross-coupling reactions of potassium Boc-protected aminomethyltrifluoroborate with aryl and hetaryl mesylates.

Authors: Gary A Molander; Inji Shin
Journal: Org Lett Date: 2012-05-31 Impact factor: 6.005

7. Development of an air-stable nickel precatalyst for the amination of aryl chlorides, sulfamates, mesylates, and triflates.

Authors: Nathaniel H Park; Georgiy Teverovskiy; Stephen L Buchwald
Journal: Org Lett Date: 2013-11-27 Impact factor: 6.005

8. Nickel-Catalyzed Stille Cross Coupling of C-O Electrophiles.

Authors: John E A Russell; Emily D Entz; Ian M Joyce; Sharon R Neufeldt
Journal: ACS Catal Date: 2019-03-04 Impact factor: 13.084

9. The Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho-Acyloxylation and ortho-Halogenation Reactions of Arenes.

Authors: Chunhui Huang; Natalia Chernyak; Alexander S Dudnik; Vladimir Gevorgyan
Journal: Adv Synth Catal Date: 2011-05-01 Impact factor: 5.837

10. Pd-catalyzed Suzuki-Miyaura cross-coupling reactions between sulfamates and potassium Boc-protected aminomethyltrifluoroborates.

Authors: Gary A Molander; Inji Shin
Journal: Org Lett Date: 2013-05-06 Impact factor: 6.005