Literature DB >> 20503999

An efficient transformation from benzyl or allyl halides to aryl and alkenyl nitriles.

Wang Zhou1, Jiaojiao Xu, Liangren Zhang, Ning Jiao.   

Abstract

A novel approach to aryl or alkenyl nitriles from benzyl and allyl halides has been developed. A tandem TBAB-catalyzed substitution and the subsequent novel oxidative rearrangement are involved in this transformation. To the best of our knowledge, this is the first transformation from allyl halides to alkenyl nitriles. The broad reaction scope and the mild conditions may make these methods of use in organic synthesis.

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Year:  2010        PMID: 20503999     DOI: 10.1021/ol101094u

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  8 in total

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Authors:  Angela S Carlson; Joseph J Topczewski
Journal:  Org Biomol Chem       Date:  2019-05-08       Impact factor: 3.876

2.  Heterocycle Formation via Palladium-Catalyzed C-H Functionalization.

Authors:  Tian-Sheng Mei; Lei Kou; Sandy Ma; Keary M Engle; Jin-Quan Yu
Journal:  Synthesis (Stuttg)       Date:  2012-05-25       Impact factor: 3.157

3.  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

4.  On the Unique Reactivity of Pd(OAc)2 with Organic Azides: Expedient Synthesis of Nitriles and Imines.

Authors:  Laura Martínez-Sarti; Silvia Díez-González
Journal:  ChemCatChem       Date:  2013-04-10       Impact factor: 5.686

5.  Improved Schmidt Conversion of Aldehydes to Nitriles Using Azidotrimethylsilane in 1,1,1,3,3,3-Hexafluoro-2-propanol.

Authors:  Hashim F Motiwala; Qin Yin; Jeffrey Aubé
Journal:  Molecules       Date:  2015-12-29       Impact factor: 4.411

6.  Catalytic Promiscuity of Galactose Oxidase: A Mild Synthesis of Nitriles from Alcohols, Air, and Ammonia.

Authors:  Jan Vilím; Tanja Knaus; Francesco G Mutti
Journal:  Angew Chem Int Ed Engl       Date:  2018-10-08       Impact factor: 15.336

7.  Cu(OAc)2 catalysed aerobic oxidation of aldehydes to nitriles under ligand-free conditions.

Authors:  Asit Kumar Das; Sneha Nandy; Sanjay Bhar
Journal:  RSC Adv       Date:  2022-02-04       Impact factor: 3.361

8.  Preparation of Polyfunctionalized Aromatic Nitriles from Aryl Oxazolines.

Authors:  A Hess; H C Guelen; N Alandini; A Mourati; Y C Guersoy; P Knochel
Journal:  Chemistry       Date:  2021-12-02       Impact factor: 5.020

  8 in total

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