Literature DB >> 21834572

Domino reaction for the chemo- and stereoselective synthesis of trans-2,3-dihydrobenzofurans from N-thiophosphinyl imines and sulfur ylides.

Peizhong Xie1, Liye Wang, Lihua Yang, Erqing Li, Jianze Ma, You Huang, Ruyu Chen.   

Abstract

A novel domino annulation between sulfur ylides and salicyl N-thiophosphinyl imines was developed. The method allows the synthesis of a highly substituted trans-2,3-dihydrobenzofuran skeleton with high yield and excellent chemo- and stereoselectivity.

Entities:  

Year:  2011        PMID： 21834572     DOI： 10.1021/jo2008737

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  4 in total

1.  Rh(II)-mediated domino [4 + 1]-annulation of α-cyanothioacetamides using diazoesters: A new entry for the synthesis of multisubstituted thiophenes.

Authors:  Jury J Medvedev; Ilya V Efimov; Yuri M Shafran; Vitaliy V Suslonov; Vasiliy A Bakulev; Valerij A Nikolaev
Journal:  Beilstein J Org Chem       Date:  2017-11-30       Impact factor: 2.883

2.  Asymmetric Synthesis of 2,3-Dihydrobenzofurans by a [4+1] Annulation Between Ammonium Ylides and In Situ Generated o-Quinone Methides.

Authors:  Nicole Meisinger; Lukas Roiser; Uwe Monkowius; Markus Himmelsbach; Raphaël Robiette; Mario Waser
Journal:  Chemistry       Date:  2017-03-27       Impact factor: 5.236

3.  Protecting group-directed annulations of tetra-substituted oxindole olefins and sulfur ylides: regio- and chemoselective synthesis of cyclopropane- and dihydrofuran-fused spirooxindoles.

Authors:  Jing-Wen Kang; Xiang Li; Fei-Yu Chen; Yuan Luo; Shu-Cang Zhang; Bin Kang; Cheng Peng; Xu Tian; Bo Han
Journal:  RSC Adv       Date:  2019-04-17       Impact factor: 4.036

4.  K3PO4-promoted domino reactions: diastereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-tert-butanesulfinyl imines and sulfur ylides.

Authors:  Minxuan Zhang; Tianyu Lu; Yun Zhao; Guixian Xie; Zhiwei Miao
Journal:  RSC Adv       Date:  2019-04-16       Impact factor: 4.036
  4 in total

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