Literature DB >> 29446549

Transition-Metal-Catalyzed Cyanation by Using an Electrophilic Cyanating Agent, N-Cyano-N-phenyl-p-toluenesulfonamide (NCTS).

Jie Cui1, Jian Song1, Qing Liu1, Hui Liu1, Yunhui Dong1.   

Abstract

The ability to introduce a nitrile group into a biologically active compound is very useful in organic synthesis, owing to the importance of nitrile groups in transformations and tuning molecular properties. To date, nucleophilic cyanation has been the most used strategy for this purpose, whilst electrophilic cyanation reactions are less developed. Recently, the electrophilic cyanation reagent N-cyano-N-phenyl-p-toluenesulfonamide (NCTS) has received increasing attention, owing to its superior properties in terms of safety and practicality. This Focus Review summarizes recent progress in transition-metal-catalyzed cyanation reactions that use NCTS.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cross-coupling; cyanides; homogeneous catalysis; synthetic methods; transition metals

Year:  2018        PMID: 29446549     DOI: 10.1002/asia.201701611

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  5 in total

1.  One-pot regioselective C-H activation iodination-cyanation of 2,4-diarylquinazolines using malononitrile as a cyano source.

Authors:  Ziqiao Yan; Banlai Ouyang; Xunchun Mao; Wei Gao; Zhihong Deng; Yiyuan Peng
Journal:  RSC Adv       Date:  2019-06-11       Impact factor: 4.036

Review 2.  Direct cyanation, hydrocyanation, dicyanation and cyanofunctionalization of alkynes.

Authors:  Lifen Peng; Zhifang Hu; Hong Wang; Li Wu; Yinchun Jiao; Zilong Tang; Xinhua Xu
Journal:  RSC Adv       Date:  2020-03-10       Impact factor: 4.036

3.  Cobalt-catalyzed C-H cyanations: Insights into the reaction mechanism and the role of London dispersion.

Authors:  Eric Detmar; Valentin Müller; Daniel Zell; Lutz Ackermann; Martin Breugst
Journal:  Beilstein J Org Chem       Date:  2018-06-25       Impact factor: 2.883

Review 4.  Copper-Catalyzed Borylative Couplings with C-N Electrophiles.

Authors:  Fabien J T Talbot; Quentin Dherbassy; Srimanta Manna; Chunling Shi; Shibo Zhang; Gareth P Howell; Gregory J P Perry; David J Procter
Journal:  Angew Chem Int Ed Engl       Date:  2020-07-28       Impact factor: 15.336

5.  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

  5 in total

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