Literature DB >> 28966402

Syntheses of three naturally occurring polybrominated 3,3'-bi-1H-indoles.

Nurul H Ansari1, Matthew C Taylor1, Björn C G Söderberg1.   

Abstract

The naturally occurring polybrominated indoles 2,2',5,5'-tetrabromo-3,3'-bi-1H-indole, 2,2',6,6'-tetrabromo-3,3'-bi-1H-indole, and 2,2',5,5',6,6'-hexabromo-3,3'-bi-1H-indole were synthesized using a palladium catalyzed, carbon monoxide mediated, double reductive N-heterocyclization of 2,3-bis(2-nitro-4(or 5)-bromophenyl)-1,4-butadienes as the key step.

Entities:  

Keywords:  catalysis; cyclization; palladium; polybrominated biindoles

Year:  2017        PMID： 28966402      PMCID： PMC5617639          DOI： 10.1016/j.tetlet.2017.01.103

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  6 in total

1.  1H,1'H-[3,3']biindolyl from the terrestrial fungus Gliocladium catenulatum.

Authors:  Brenda V Bertinetti; M Alejandra Rodriguez; Alicia M Godeas; Gabriela M Cabrera
Journal:  J Antibiot (Tokyo)       Date:  2010-09-08       Impact factor: 2.649

2.  Sulfur-containing polybromoindoles from the Formosan red alga Laurencia brongniartii.

Authors:  Ali A El-Gamal; Wei-Lung Wang; Chang-Yih Duh
Journal:  J Nat Prod       Date:  2005-05       Impact factor: 4.050

3.  Double Palladium Catalyzed Reductive Cyclizations. Synthesis of 2,2'-, 2,3'-, and 3,3'-Bi-1H-indoles, Indolo[3,2-b]indoles, and Indolo[2,3-b]indoles.

Authors:  Nurul H Ansari; Christopher A Dacko; Novruz G Akhmedov; Björn C G Söderberg
Journal:  J Org Chem       Date:  2016-09-27       Impact factor: 4.354

4.  Oxidative dimerization of N-protected and free indole derivatives toward 3,3-biindoles via Pd-catalyzed direct C-H transformations.

Authors:  Yang Li; Wen-Hua Wang; Shang-Dong Yang; Bi-Jie Li; Chun Feng; Zhang-Jie Shi
Journal:  Chem Commun (Camb)       Date:  2010-07-07       Impact factor: 6.222

5.  A concise synthesis of spirotryprostatin A.

Authors:  Fumiko Y Miyake; Kenichi Yakushijin; David A Horne
Journal:  Org Lett       Date:  2004-11-11       Impact factor: 6.005

6.  Palladium-catalyzed Markovnikov terminal arylalkynes hydrostannation: application to the synthesis of 1,1-diarylethylenes.

Authors:  Abdallah Hamze; Damien Veau; Olivier Provot; Jean-Daniel Brion; Mouâd Alami
Journal:  J Org Chem       Date:  2009-02-06       Impact factor: 4.354
  6 in total

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