Literature DB >> 17518478

A highly alpha-regioselective AgOTf-catalyzed nucleophilic substitution of the Baylis-Hillman acetates with indoles.

Zahid Shafiq1, Li Liu, Zhe Liu, Dong Wang, Yong-Jun Chen.   

Abstract

An efficient method for highly alpha-regioselective nucleophilic substitution of the Baylis-Hillman acetates with indoles catalyzed by AgOTf in high yields (72-99%) has been developed. Reductive cyclization of the substitution products furnished the azepinoindole derivatives in good yields (up to 93%).

Entities:  

Year:  2007        PMID: 17518478     DOI: 10.1021/ol070878w

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


  2 in total

1.  BF3-OEt2 Catalyzed C3-Alkylation of Indole: Synthesis of Indolylsuccinimidesand Their Cytotoxicity Studies.

Authors:  Iqbal N Shaikh; Abdul Rahim; Shaikh Faazil; Syed Farooq Adil; Mohamed E Assal; Mohammad Rafe Hatshan
Journal:  Molecules       Date:  2021-04-11       Impact factor: 4.411

2.  Cobalt-catalysed reductive C-H alkylation of indoles using carboxylic acids and molecular hydrogen.

Authors:  Jose R Cabrero-Antonino; Rosa Adam; Kathrin Junge; Matthias Beller
Journal:  Chem Sci       Date:  2017-07-26       Impact factor: 9.825

  2 in total

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