Literature DB >> 22369472

Hydrazone as the directing group for Ir-catalyzed arene diborylations and sequential functionalizations.

Abel Ros1, Rocío López-Rodríguez, Beatriz Estepa, Eleuterio Álvarez, Rosario Fernández, José M Lassaletta.   

Abstract

The use of hemilabile pyridine-hydrazone N,N-ligands allows the highly selective Ir-catalyzed ortho,ortho'-directed diborylation of aromatic N,N-dimethylhydrazones in near-quantitative yields. One-pot sequential Suzuki-Miyaura cross-coupling with different aryl bromides provides a short entry to unsymmetrically substituted 2,6-diarylbenzaldehyde derivatives.

Entities:  

Year:  2012        PMID: 22369472     DOI: 10.1021/ja300308c

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


  12 in total

1.  Palladium-catalyzed borylation of primary alkyl bromides.

Authors:  Amruta Joshi-Pangu; Xinghua Ma; Mohamed Diane; Sidra Iqbal; Robert J Kribs; Richard Huang; Chao-Yuan Wang; Mark R Biscoe
Journal:  J Org Chem       Date:  2012-07-23       Impact factor: 4.354

2.  Outer-sphere direction in iridium C-H borylation.

Authors:  Philipp C Roosen; Venkata A Kallepalli; Buddhadeb Chattopadhyay; Daniel A Singleton; Robert E Maleczka; Milton R Smith
Journal:  J Am Chem Soc       Date:  2012-07-03       Impact factor: 15.419

3.  Development of Cobalt Catalysts for the meta-Selective C(sp2)-H Borylation of Fluorinated Arenes.

Authors:  Tyler P Pabst; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2022-04-02       Impact factor: 16.383

4.  Additive- and Metal-Free, Predictably 1,2- and 1,3-Regioselective, Photoinduced Dual C-H/C-X Borylation of Haloarenes.

Authors:  Adelphe M Mfuh; Vu T Nguyen; Bhuwan Chhetri; Jessica E Burch; John D Doyle; Vladimir N Nesterov; Hadi D Arman; Oleg V Larionov
Journal:  J Am Chem Soc       Date:  2016-07-01       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.  Mechanistic Origins of Regioselectivity in Cobalt-Catalyzed C(sp2)-H Borylation of Benzoate Esters and Arylboronate Esters.

Authors:  Tyler P Pabst; Linda Quach; Kaitlyn T MacMillan; Paul J Chirik
Journal:  Chem       Date:  2020-12-09       Impact factor: 22.804

7.  Gold(I)-catalyzed intermolecular cycloaddition of allenamides with α,β-unsaturated hydrazones: efficient access to highly substituted cyclobutanes.

Authors:  Paloma Bernal-Albert; Hélio Faustino; Ana Gimeno; Gregorio Asensio; José L Mascareñas; Fernando López
Journal:  Org Lett       Date:  2014-11-19       Impact factor: 6.005

8.  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

9.  meta-Selective C-H Borylation of Benzylamine-, Phenethylamine-, and Phenylpropylamine-Derived Amides Enabled by a Single Anionic Ligand.

Authors:  Holly J Davis; Georgi R Genov; Robert J Phipps
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-19       Impact factor: 15.336

Review 10.  Sequential and iterative Pd-catalyzed cross-coupling reactions in organic synthesis.

Authors:  Patrick Dobrounig; Melanie Trobe; Rolf Breinbauer
Journal:  Monatsh Chem       Date:  2016-12-09       Impact factor: 1.451

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