Literature DB >> 25558119

Transition Metals Catalyzed Element-Cyano Bonds Activations.

Rui Wang1, John R Falck2.   

Abstract

Cyano group as a versatile functionalized intermediate has been explored for several decades, as it readily transfers to many useful functionalization groups such as amine, n class="Chemical">amide, acid, etc., which make it possess high popularization and use value in organic synthesis. Reactions involved with element-cyano bond cleavage can provide not only a new cyano group but also a freshly functionalized skeleton in one-pot, consequently making it of high importance. The highlights reviewed herein include H-CN, Si-CN, C-CN, B-CN, Sn-CN, Ge-CN, S-CN, Halo-CN, N-CN, and O-CN bonds cleavages and will summarize progress in such an important research area. This review article will focus on transition metal catalyzed reactions involving element-cyano bond activation.

Entities:  

Keywords:  Bond activation; Carbon-carbon formation; Dehydrogenative coupling reactions; Elements-cyano; Transition metals

Year:  2014        PMID: 25558119      PMCID: PMC4279456          DOI: 10.1080/01614940.2014.920178

Source DB:  PubMed          Journal:  Catal Rev Sci Eng        ISSN: 0161-4940            Impact factor:   20.217


  47 in total

1.  Lewis base activation of Lewis acids: catalytic, enantioselective addition of silyl ketene acetals to aldehydes.

Authors:  Scott E Denmark; Gregory L Beutner; Thomas Wynn; Martin D Eastgate
Journal:  J Am Chem Soc       Date:  2005-03-23       Impact factor: 15.419

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

Authors:  Mamoru Tobisu; Hirotaka Kinuta; Yusuke Kita; Emmanuelle Rémond; Naoto Chatani
Journal:  J Am Chem Soc       Date:  2011-12-20       Impact factor: 15.419

3.  Rh(I)-catalyzed silylation of aryl and alkenyl cyanides involving the cleavage of C-C and Si-Si bonds.

Authors:  Mamoru Tobisu; Yusuke Kita; Naoto Chatani
Journal:  J Am Chem Soc       Date:  2006-06-28       Impact factor: 15.419

4.  Intramolecular aminocyanation of alkenes by N-CN bond cleavage.

Authors:  Zhongda Pan; Sarah M Pound; Naveen R Rondla; Christopher J Douglas
Journal:  Angew Chem Int Ed Engl       Date:  2014-04-09       Impact factor: 15.336

5.  Gallium(III)-catalysed bromocyanation of alkynes: regio- and stereoselective synthesis of β-bromo-α,β-unsaturated nitriles.

Authors:  Masahito Murai; Ryo Hatano; Sachie Kitabata; Kouichi Ohe
Journal:  Chem Commun (Camb)       Date:  2010-12-17       Impact factor: 6.222

6.  Nickel-catalyzed arylcyanation of alkynes.

Authors:  Yoshiaki Nakao; Shinichi Oda; Tamejiro Hiyama
Journal:  J Am Chem Soc       Date:  2004-11-03       Impact factor: 15.419

7.  Asymmetric synthesis of pyrrolidinoindolines. Application for the practical total synthesis of (-)-phenserine.

Authors:  Audris Huang; Jeremy J Kodanko; Larry E Overman
Journal:  J Am Chem Soc       Date:  2004-11-03       Impact factor: 15.419

8.  Palladium-catalyzed, copper(I)-mediated coupling of boronic acids and benzylthiocyanate. A cyanide-free cyanation of boronic acids.

Authors:  Zhihui Zhang; Lanny S Liebeskind
Journal:  Org Lett       Date:  2006-09-14       Impact factor: 6.005

9.  A catalytic enantioselective conjugate addition of cyanide to enones.

Authors:  Yuta Tanaka; Motomu Kanai; Masakatsu Shibasaki
Journal:  J Am Chem Soc       Date:  2008-04-18       Impact factor: 15.419

10.  Nickel-catalyzed hydrogenolysis of unactivated carbon-cyano bonds.

Authors:  Tuhin Patra; Soumitra Agasti; Atanu Modak; Debabrata Maiti
Journal:  Chem Commun (Camb)       Date:  2013-09-28       Impact factor: 6.222

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  3 in total

1.  "Cut and Sew" Transformations via Transition-Metal-Catalyzed Carbon-Carbon Bond Activation.

Authors:  Peng-Hao Chen; Brent A Billett; Tatsuhiro Tsukamoto; Guangbin Dong
Journal:  ACS Catal       Date:  2017-01-06       Impact factor: 13.084

Review 2.  The reductive decyanation reaction: an overview and recent developments.

Authors:  Jean-Marc R Mattalia
Journal:  Beilstein J Org Chem       Date:  2017-02-13       Impact factor: 2.883

3.  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

  3 in total

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