Literature DB >> 11950324

Regioselective synthesis of 3-alkylindoles mediated by zinc triflate.

Xiuwen Zhu1, A Ganesan.   

Abstract

Zinc triflate was found to be an effective reagent for the C3-alkylation of indoles by alkyl halides in the presence of Hünig's base and tetrabutylammonium iodide. This new method for indole alkylation proceeds by a S(N)1-like pathway, and is general for allylic, benzylic, and tertiary halides.

Entities:  

Year:  2002        PMID： 11950324     DOI： 10.1021/jo010996b

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


  8 in total

1.  Synthesis of indole analogues of the natural schweinfurthins.

Authors:  John G Kodet; David F Wiemer
Journal:  J Org Chem       Date:  2013-09-05       Impact factor: 4.354

2.  Synthesis and structure activity relationships of schweinfurthin indoles.

Authors:  John G Kodet; John A Beutler; David F Wiemer
Journal:  Bioorg Med Chem       Date:  2014-03-06       Impact factor: 3.641

3.  Friedel-Crafts Alkylation of Indoles with Trichloroacetimidates.

Authors:  Tamie Suzuki; John D Chisholm
Journal:  Tetrahedron Lett       Date:  2019-04-03       Impact factor: 2.415

4.  Direct and Selective 3-Amidation of Indoles Using Electrophilic N-[(Benzenesulfonyl)oxy]amides.

Authors:  Gerardo X Ortiz; Brett N Hemric; Qiu Wang
Journal:  Org Lett       Date:  2017-03-10       Impact factor: 6.005

Review 5.  Applications of Friedel-Crafts reactions in total synthesis of natural products.

Authors:  Majid M Heravi; Vahideh Zadsirjan; Pegah Saedi; Tayebeh Momeni
Journal:  RSC Adv       Date:  2018-12-03       Impact factor: 4.036

6.  Indole/triazole conjugates are selective inhibitors and inducers of bacterial biofilms.

Authors:  Marine J Minvielle; Cynthia A Bunders; Christian Melander
Journal:  Medchemcomm       Date:  2013-06-01       Impact factor: 3.597

7.  Regiospecificities and prenylation mode specificities of the fungal indole diterpene prenyltransferases AtmD and PaxD.

Authors:  Chengwei Liu; Atsushi Minami; Motoyoshi Noike; Hiroaki Toshima; Hideaki Oikawa; Tohru Dairi
Journal:  Appl Environ Microbiol       Date:  2013-09-13       Impact factor: 4.792

8.  Secondary metabolites from the stem of Ravenia spectabilis Lindl.

Authors:  Md Mozammel Haque; Sufia Begum; Md Hossain Sohrab; Monira Ahsan; Choudhury M Hasan; Nuruddin Ahmed; Rashedul Haque
Journal:  Pharmacogn Mag       Date:  2013-01       Impact factor: 1.085
  8 in total

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