Literature DB >> 22185487

Rhodium(I)-catalyzed borylation of nitriles through the cleavage of carbon-cyano bonds.

Mamoru Tobisu1, Hirotaka Kinuta, Yusuke Kita, Emmanuelle Rémond, Naoto Chatani.   

Abstract

The reaction of aryl cyanides with diboron in the presence of a rhodium/Xantphos catalyst and DABCO affords arylboronic esters via carbon-cyano bond cleavage. This unprecedented mode of reactivity for a borylrhodium species allows the regioselective introduction of a boryl group in a late stage of synthesis.
© 2011 American Chemical Society

Entities:  

Year:  2011        PMID： 22185487     DOI： 10.1021/ja2095975

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


  9 in total

1.  Catalytic conjunctive cross-coupling enabled by metal-induced metallate rearrangement.

Authors:  Liang Zhang; Gabriel J Lovinger; Emma K Edelstein; Adam A Szymaniak; Matteo P Chierchia; James P Morken
Journal:  Science       Date:  2016-01-01       Impact factor: 47.728

2.  Chlorodifluoromethane-triggered formation of difluoromethylated arenes catalysed by palladium.

Authors:  Zhang Feng; Qiao-Qiao Min; Xia-Ping Fu; Lun An; Xingang Zhang
Journal:  Nat Chem       Date:  2017-03-14       Impact factor: 24.427

3.  Transition Metals Catalyzed Element-Cyano Bonds Activations.

Authors:  Rui Wang; John R Falck
Journal:  Catal Rev Sci Eng       Date:  2014-07       Impact factor: 20.217

4.  Transformations of X (C, O, N)-CN Bonds: Cases of Selective X (C, O, N)-C Activation.

Authors:  Rui Wang; John Russell Falck
Journal:  RSC Adv       Date:  2014-01-01       Impact factor: 3.361

5.  Combined Cyanoborylation, C-H Activation Strategy for Styrene Functionalization.

Authors:  Annabel Q Ansel; John Montgomery
Journal:  Org Lett       Date:  2020-10-27       Impact factor: 6.005

6.  Iridium-catalysed regioselective borylation of carboranes via direct B-H activation.

Authors:  Ruofei Cheng; Zaozao Qiu; Zuowei Xie
Journal:  Nat Commun       Date:  2017-03-16       Impact factor: 14.919

7.  Rhodium-Catalyzed Decarbonylative Borylation of Aromatic Thioesters for Facile Diversification of Aromatic Carboxylic Acids.

Authors:  Hidenori Ochiai; Yuta Uetake; Takashi Niwa; Takamitsu Hosoya
Journal:  Angew Chem Int Ed Engl       Date:  2017-01-26       Impact factor: 15.336

8.  Cyano-borrowing reaction: nickel-catalyzed direct conversion of cyanohydrins and aldehydes/ketones to β-cyano ketone.

Authors:  Zhao-Feng Li; Qian Li; Li-Qing Ren; Qing-Hua Li; Yun-Gui Peng; Tang-Lin Liu
Journal:  Chem Sci       Date:  2019-05-06       Impact factor: 9.825

Review 9.  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 in total

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