Literature DB >> 23822812

Rhodium-catalyzed directed C-H cyanation of arenes with N-cyano-N-phenyl-p-toluenesulfonamide.

Tian-Jun Gong1, Bin Xiao, Wan-Min Cheng, Wei Su, Jun Xu, Zhao-Jing Liu, Lei Liu, Yao Fu.   

Abstract

A Rh-catalyzed directed C-H cyanation reaction was developed for the first time as a practical method for the synthesis of aromatic nitriles. N-Cyano-N-phenyl-p-toluenesulfonamide, a user-friendly cyanation reagent, was used in the transformation. Many different directing groups can be used in this C-H cyanation process, and the reaction tolerates a variety of synthetically important functional groups.

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Year:  2013        PMID： 23822812     DOI： 10.1021/ja405742y

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


  16 in total

1.  Orchestrated triple C-H activation reactions using two directing groups: rapid assembly of complex pyrazoles.

Authors:  Weibo Yang; Shengqing Ye; Dewey Fanning; Timothy Coon; Yvonne Schmidt; Paul Krenitsky; Dean Stamos; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2015-01-16       Impact factor: 15.336

2.  Synthesis of nitriles via palladium-catalyzed water shuffling from amides to acetonitrile.

Authors:  Wandi Zhang; Christopher W Haskins; Yang Yang; Mingji Dai
Journal:  Org Biomol Chem       Date:  2014-12-07       Impact factor: 3.876

3.  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

4.  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

5.  Direct C-H Cyanation of Arenes via Organic Photoredox Catalysis.

Authors:  Joshua B McManus; David A Nicewicz
Journal:  J Am Chem Soc       Date:  2017-02-14       Impact factor: 15.419

6.  Copper-catalyzed regioselective ortho C-H cyanation of vinylarenes.

Authors:  Yang Yang; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-06       Impact factor: 15.336

7.  Ligand-Promoted C(sp(3) )-H Olefination en Route to Multi-functionalized Pyrazoles.

Authors:  Weibo Yang; Shengqing Ye; Yvonne Schmidt; Dean Stamos; Jin-Quan Yu
Journal:  Chemistry       Date:  2016-04-15       Impact factor: 5.236

8.  Regio- and Stereospecific 1,3-Allyl Group Transfer Triggered by a Copper-Catalyzed Borylation/ortho-Cyanation Cascade.

Authors:  Yang Yang
Journal:  Angew Chem Int Ed Engl       Date:  2015-10-28       Impact factor: 15.336

9.  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

10.  Synthesis of Nitrile Bearing Acyclic Quaternary Centers through Co(III)-Catalyzed Sequential C-H Bond Addition to Dienes and N-Cyanosuccinimide.

Authors:  Sun Dongbang; Jonathan A Ellman
Journal:  Angew Chem Int Ed Engl       Date:  2020-11-23       Impact factor: 15.336
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