Literature DB >> 26751727

Construction of 1-pyrroline skeletons by Lewis acid-mediated conjugate addition of vinyl azides.

Xu Zhu1, Shunsuke Chiba.   

Abstract

Lewis acid-mediated conjugate addition of vinyl azides to electron-deficient alkenes led to the efficient construction of 1-pyrroline skeletons. The reactions of vinyl azides with 3-alkylidene-2-oxoindolines afford 3',4'-dihydrospiro[indoline-3,2'-pyrrol]-2-ones in a diastereoselective fashion, whereas those with dimethyl 2-alkylidenemalonates provide 4,5-dihydro-3H-pyrroles.

Entities:  

Year:  2016        PMID： 26751727     DOI： 10.1039/c5cc10299e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  3 in total

1.  Tin(iv) chloride mediated (3 + 2) annulation of trans-2-aroyl-3-styrylcyclopropane-1,1-dicarboxylates with nitriles: diastereoselective access to 5-vinyl-1-pyrroline derivatives.

Authors:  Murugesan Thangamani; Subaramaniam Thangamalar; Kannupal Srinivasan
Journal:  RSC Adv       Date:  2021-04-21       Impact factor: 3.361

Review 2.  Metal-mediated synthesis of pyrrolines.

Authors:  Noelia S Medran; Agustina La-Venia; Sebastian A Testero
Journal:  RSC Adv       Date:  2019-02-27       Impact factor: 4.036

3.  Catalytic asymmetric synthesis of 3,2'-pyrrolinyl spirooxindoles via conjugate addition/Schmidt-type rearrangement of vinyl azides and (E)-alkenyloxindoles.

Authors:  Ziwei Zhong; Zhijie Xiao; Xiaohua Liu; Weidi Cao; Xiaoming Feng
Journal:  Chem Sci       Date:  2020-09-28       Impact factor: 9.825
  3 in total

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