Literature DB >> 32594742

Arylphosphonate-Directed Ortho C-H Borylation: Rapid Entry into Highly-Substituted Phosphoarenes.

Feiyang Xu1,2, Olivia M Duke1, Daniel Rojas1, Hanka M Eichelberger1,2, Raphael S Kim1, Timothy B Clark2, Donald A Watson1.   

Abstract

Phosphonate-directed ortho C-H borylation of aromatic phosphonates is reported. Using simple starting materials and commercially accessible catalysts, this method provides steady access to o-phosphonate arylboronic esters bearing pendant functionality and flexible substitution patterns. These products serve as flexible precursors for a variety of highly substituted phosphoarenes, and in situ downstream functionalization of the products is described.

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Year:  2020        PMID： 32594742      PMCID： PMC7405988          DOI： 10.1021/jacs.0c04159

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  38 in total

1.  Use of hemilabile N,N ligands in nitrogen-directed iridium-catalyzed borylations of arenes.

Authors:  Abel Ros; Beatriz Estepa; Rocío López-Rodríguez; Eleuterio Álvarez; Rosario Fernández; José M Lassaletta
Journal:  Angew Chem Int Ed Engl       Date:  2011-10-11       Impact factor: 15.336

2.  Formal Ir-Catalyzed Ligand-Enabled Ortho and Meta Borylation of Aromatic Aldehydes via in Situ-Generated Imines.

Authors:  Ranjana Bisht; Buddhadeb Chattopadhyay
Journal:  J Am Chem Soc       Date:  2015-12-28       Impact factor: 15.419

3.  Accessing Ambiphilic Phosphine Boronates through C-H Borylation by an Unforeseen Cationic Iridium Complex.

Authors:  Shawn E Wright; Stephanie Richardson-Solorzano; Tiffany N Stewart; Christopher D Miller; Kelsey C Morris; Christopher J A Daley; Timothy B Clark
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-29       Impact factor: 15.336

4.  Iridium/Bipyridine-Catalyzed ortho-Selective C-H Borylation of Phenol and Aniline Derivatives.

Authors:  Hong-Liang Li; Motomu Kanai; Yoichiro Kuninobu
Journal:  Org Lett       Date:  2017-11-03       Impact factor: 6.005

5.  Rhodium-Catalyzed PIII -Directed ortho-C-H Borylation of Arylphosphines.

Authors:  Jian Wen; Dingyi Wang; Jiasheng Qian; Di Wang; Chendan Zhu; Yue Zhao; Zhuangzhi Shi
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-25       Impact factor: 15.336

6.  Functional group directed C-H borylation.

Authors:  A Ros; R Fernández; J M Lassaletta
Journal:  Chem Soc Rev       Date:  2014-02-20       Impact factor: 54.564

7.  Palladium catalyzed cross-coupling reactions for phosphorus-carbon bond formation.

Authors:  Adrian L Schwan
Journal:  Chem Soc Rev       Date:  2004-03-10       Impact factor: 54.564

8.  Non-peptidic inhibitors of human leukocyte elastase. 4. Design, synthesis, and in vitro and in vivo activity of a series of beta-carbolinone-containing trifluoromethyl ketones.

Authors:  C A Veale; J R Damewood; G B Steelman; C Bryant; B Gomes; J Williams
Journal:  J Med Chem       Date:  1995-01-06       Impact factor: 7.446

9.  Ruthenium-Catalyzed ortho C-H Borylation of Arylphosphines.

Authors:  Kazuishi Fukuda; Nobuharu Iwasawa; Jun Takaya
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-07       Impact factor: 15.336

10.  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
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  1 in total

1.  C-P bond formation of cyclophanyl-, and aryl halides via a UV-induced photo Arbuzov reaction: a versatile portal to phosphonate-grafted scaffolds.

Authors:  Simon Oßwald; Christoph Zippel; Zahid Hassan; Martin Nieger; Stefan Bräse
Journal:  RSC Adv       Date:  2022-01-25       Impact factor: 3.361
  1 in total

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