Literature DB >> 24228898

Formation of functionalized 2H-azirines through PhIO-mediated trifluoroethoxylation and azirination of enamines.

Xiaoqian Sun1, Youran Lyu, Daisy Zhang-Negrerie, Yunfei Du, Kang Zhao.   

Abstract

A variety of enaminones and enamine carboxylic esters were converted to trifluoroethoxylated 2H-azirines through reactions with PhIO in trifluoroethanol (TFE). The cascade reaction is postulated to proceed via a PhIO-mediated oxidative trifluoroethoxylation and a subsequent azirination of the α-trifluoroethoxylated enamine intermediates.

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Year:  2013        PMID: 24228898     DOI: 10.1021/ol4030716

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


  5 in total

1.  Silver-Catalyzed Stereoselective Aminosulfonylation of Alkynes.

Authors:  Yongquan Ning; Qinghe Ji; Peiqiu Liao; Edward A Anderson; Xihe Bi
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-07       Impact factor: 15.336

2.  Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination.

Authors:  Jiyun Sun; Xiaohua Zhen; Huaibin Ge; Guangtao Zhang; Xuechan An; Yunfei Du
Journal:  Beilstein J Org Chem       Date:  2018-06-15       Impact factor: 2.883

3.  Construction of trisubstituted chromone skeletons carrying electron-withdrawing groups via PhIO-mediated dehydrogenation and its application to the synthesis of frutinone A.

Authors:  Qiao Li; Chen Zhuang; Donghua Wang; Wei Zhang; Rongxuan Jia; Fengxia Sun; Yilin Zhang; Yunfei Du
Journal:  Beilstein J Org Chem       Date:  2019-12-12       Impact factor: 2.883

4.  A new hypervalent iodine(iii/v) oxidant and its application to the synthesis of 2H-azirines.

Authors:  Guangtao Zhang; Yuanxun Wang; Jun Xu; Jiyun Sun; Fengxia Sun; Yilin Zhang; Chenglin Zhang; Yunfei Du
Journal:  Chem Sci       Date:  2019-12-06       Impact factor: 9.825

5.  PIDA-mediated intramolecular oxidative C-N bond formation for the direct synthesis of quinoxalines from enaminones.

Authors:  Hong Zhang; Jinhai Shen; Zhenhui Yang; Xiuling Cui
Journal:  RSC Adv       Date:  2019-03-07       Impact factor: 4.036

  5 in total

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