Literature DB >> 24571784

Divergent syntheses of 2-aminonicotinonitriles and pyrazolines by copper-catalyzed cyclization of oxime ester.

Qifan Wu1, Yan Zhang, Sunliang Cui.   

Abstract

Copper-catalyzed cyclization of an oxime ester toward divergent heterocycle synthesis is reported. Oxime ester serves as an enamine precursor to cyclize with malononitrile and aldehydes for access to 2-aminonicotinonitriles in a one-pot reaction, while cyclizing with N-sulfonylimines leads to synthesis of pyrazolines.

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Year:  2014        PMID: 24571784     DOI: 10.1021/ol500094w

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


  4 in total

1.  Iminyl radical-triggered relay annulation for the construction of bridged aza-tetracycles bearing four contiguous stereogenic centers.

Authors:  Kun Jiang; Shi-Jun Li; Qing-Peng Liu; Ning Yu; Yu-Lin Li; Yu-Qiang Zhou; Kui-Cheng He; Jing Lin; Ting-Yu Zheng; Jian Lang; Yu Lan; Ye Wei
Journal:  Chem Sci       Date:  2022-05-30       Impact factor: 9.969

2.  DABCO- and DBU-promoted one-pot reaction of N-sulfonyl ketimines with Morita-Baylis-Hillman carbonates: a sequential approach to (2-hydroxyaryl)nicotinate derivatives.

Authors:  Soumitra Guin; Raman Gupta; Debashis Majee; Sampak Samanta
Journal:  Beilstein J Org Chem       Date:  2018-11-02       Impact factor: 2.883

3.  Three-Component Cascade Reaction of 1,1-Enediamines, N,N-Dimethylformamide Dimethyl Acetal, and 1,3-Dicarbonyl Compounds: Selective Synthesis of Diverse 2-Aminopyridine Derivatives.

Authors:  Quan-Xing Zi; Sheng-Jiao Yan; Chang-Long Yang; Kun Li; Jun Lin
Journal:  ACS Omega       Date:  2019-02-07

4.  Switching the Regioselectivity Access to Pyrroles and Isoquinolines from Ketoxime Acetates and Ynals.

Authors:  Tanggao Liu; Fan Xu; Xiaojuan Liu; Zhiqing Huang; Lipeng Long; Guohai Xu; Hong Xiao; Zhengwang Chen
Journal:  ACS Omega       Date:  2020-11-23
  4 in total

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