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, 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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