Literature DB >> 17580904

Et2Zn-catalyzed intramolecular hydroamination of alkynyl sulfonamides and the related tandem cyclization/addition reaction.

Yan Yin1, Wenying Ma, Zhuo Chai, Gang Zhao.   

Abstract

Intramolecular hydroamination of alkynyl amides was effected by a catalytic amount of Et2Zn (20 mol %) to form indole derivatives, and a tandem cyclization/nucleophilic addition procedure involving reaction of the indole zinc salt intermediate with acid chlorides or halides was developed to provide an efficient approach to C3-substituted indole derivatives when an excess of Et2Zn (120 mol %) was used.

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Year:  2007        PMID: 17580904     DOI: 10.1021/jo070681h

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


  7 in total

1.  A cycloisomerization/Friedel-Crafts alkylation strategy for the synthesis of pyrano[3,4-b]indoles.

Authors:  Matthew R Medeiros; Scott E Schaus; John A Porco
Journal:  Org Lett       Date:  2011-07-08       Impact factor: 6.005

2.  α-Haloarylsulfonamides: Multiple Cyclization Pathways to Skeletally Diverse Benzofused Sultams.

Authors:  Dinesh Kumar Rayabarapu; Aihua Zhou; Kyu Ok Jeon; Thiwanka Samarakoon; Alan Rolfe; Hina Siddiqui; Paul R Hanson
Journal:  Tetrahedron       Date:  2009-04-18       Impact factor: 2.457

3.  A sequential metal-catalyzed C-N bond formation in the synthesis of 2-amido-indoles.

Authors:  Pei-Yuan Yao; Yu Zhang; Richard P Hsung; Kang Zhao
Journal:  Org Lett       Date:  2008-08-28       Impact factor: 6.005

4.  One-pot gold-catalyzed synthesis of 3-silylethynyl indoles from unprotected o-alkynylanilines.

Authors:  Jonathan P Brand; Clara Chevalley; Jérôme Waser
Journal:  Beilstein J Org Chem       Date:  2011-05-04       Impact factor: 2.883

5.  Facile synthesis of 2-substituted benzo[b]furans and indoles by copper-catalyzed intramolecular cyclization of 2-alkynyl phenols and tosylanilines.

Authors:  Zhouting Rong; Kexin Gao; Lei Zhou; Jianyuan Lin; Guoying Qian
Journal:  RSC Adv       Date:  2019-06-07       Impact factor: 4.036

6.  Synthesis of 2-Substitued Indoles via Pd-Catalysed Cyclization in an Aqueous Micellar Medium.

Authors:  Sofia Siciliano; Elena Cini; Maurizio Taddei; Giorgia Vinciarelli
Journal:  Molecules       Date:  2021-06-26       Impact factor: 4.411

7.  Construction of Fused Tropone Systems Through Intramolecular Rh(I)-Catalyzed Carbonylative [2+2+2+1] Cycloadditon of Triynes.

Authors:  Yu-Han G Teng; Chih-Wei Chien; Wen-Hua Chiou; Tadashi Honda; Iwao Ojima
Journal:  Front Chem       Date:  2018-09-10       Impact factor: 5.221

  7 in total

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