Literature DB >> 20196563

Gold(I)-catalyzed tandem cyclization approach to tetracyclic indolines.

Yongxiang Liu1, Wenqing Xu, Xiang Wang.   

Abstract

Two highly stereoselective cationic gold(I)-catalyzed tandem cyclization reactions of alkynylindoles are described. These reactions demonstrated a novel and general strategy to rapidly construct highly functionalized polycyclic indolines. This approach was successfully employed for a formal synthesis of the akuammiline alkaloid minfiensine.

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Year:  2010        PMID： 20196563     DOI： 10.1021/ol100153h

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


  14 in total

1.  Bio-inspired synthesis yields a tricyclic indoline that selectively resensitizes methicillin-resistant Staphylococcus aureus (MRSA) to β-lactam antibiotics.

Authors:  Jessica D Podoll; Yongxiang Liu; Le Chang; Shane Walls; Wei Wang; Xiang Wang
Journal:  Proc Natl Acad Sci U S A       Date:  2013-09-09       Impact factor: 11.205

2.  Property-Guided Synthesis of Aza-Tricyclic Indolines: Development of Gold Catalysis En Route.

Authors:  Patrick M Barbour; Wei Wang; Le Chang; Kasey L Pickard; Rana Rais; Barbara S Slusher; Xiang Wang
Journal:  Adv Synth Catal       Date:  2016-03-03       Impact factor: 5.837

3.  Diastereoselective Oxidative C-N/C-O and C-N/C-N Bond Formation Tandems Initiated by Visible Light: Synthesis of Fused N-Arylindolines.

Authors:  Scott A Morris; Theresa H Nguyen; Nan Zheng
Journal:  Adv Synth Catal       Date:  2015-07-14       Impact factor: 5.837

4.  Diastereoselective synthesis and biological evaluation of enantiomerically pure tricyclic indolines.

Authors:  W He; B M Griffiths; W Wang; X Wang
Journal:  Org Biomol Chem       Date:  2017-05-16       Impact factor: 3.876

5.  Enantioselective Tandem Cyclization of Alkyne-Tethered Indoles Using Cooperative Silver(I)/Chiral Phosphoric Acid Catalysis.

Authors:  Yugen Zhu; Wei He; Wei Wang; Chloe E Pitsch; Xiaotai Wang; Xiang Wang
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-23       Impact factor: 15.336

6.  Discovery and initial structure-activity relationships of N-benzyl tricyclic indolines as antibacterials for methicillin-resistant Staphylococcus aureus.

Authors:  P Michael Barbour; Jessica D Podoll; Laura J Marholz; Xiang Wang
Journal:  Bioorg Med Chem Lett       Date:  2014-11-04       Impact factor: 2.823

7.  Syntheses of α-pyrones using gold-catalyzed coupling reactions.

Authors:  Tuoping Luo; Mingji Dai; Shao-Liang Zheng; Stuart L Schreiber
Journal:  Org Lett       Date:  2011-05-02       Impact factor: 6.005

8.  Recent advances in the gold-catalyzed additions to C-C multiple bonds.

Authors:  He Huang; Yu Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2011-07-04       Impact factor: 2.883

9.  Gold(I)-Catalyzed Activation of Alkynes for the Construction of Molecular Complexity.

Authors:  Ruth Dorel; Antonio M Echavarren
Journal:  Chem Rev       Date:  2015-04-06       Impact factor: 60.622

10.  Post-Ugi gold-catalyzed diastereoselective domino cyclization for the synthesis of diversely substituted spiroindolines.

Authors:  Amit Kumar; Dipak D Vachhani; Sachin G Modha; Sunil K Sharma; Virinder S Parmar; Erik V Van der Eycken
Journal:  Beilstein J Org Chem       Date:  2013-10-14       Impact factor: 2.883
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