Literature DB >> 22214189

Regioselective synthesis of 3-arylamino- and 5-arylaminoisoxazoles from enaminones.

Dexuan Xiang1, Xiaoqing Xin, Xu Liu, Rui Zhang, Jiming Yang, Dewen Dong.   

Abstract

A highly regioselective synthesis of 3-arylamino- and 5-arylaminoisoxazoles from enaminones based on reaction condition selection is reported. 3-Arylaminoisoxazoles were produced by treating enaminones with aqueous hydroxylamine in DMF at 100 °C, whereas 5-arylaminoisoxazoles were synthesized by subjecting enaminones to aqueous hydroxylamine in the presence of KOH and TBAB in water under reflux. A mechanism for the regioselective synthesis of 3-arylamino- and 5-arylaminoisoxazoles is proposed.
© 2012 American Chemical Society

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Year:  2012        PMID： 22214189     DOI： 10.1021/ol203282h

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


  2 in total

1.  Development of methodologies for the regioselective synthesis of four series of regioisomer isoxazoles from β-enamino diketones.

Authors:  Raí G M Silva; Michael J V da Silva; Andrey P Jacomini; Sidnei Moura; Davi F Back; Ernani A Basso; Fernanda A Rosa
Journal:  RSC Adv       Date:  2018-01-25       Impact factor: 4.036

2.  Synthesis of C4-alkynylisoxazoles via a Pd-catalyzed Sonogashira cross-coupling reaction.

Authors:  Wen Yang; Yongqi Yao; Xin Yang; Yingying Deng; Qifu Lin; Dingqiao Yang
Journal:  RSC Adv       Date:  2019-03-18       Impact factor: 4.036
  2 in total

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