Synthesis 2017; 49(16): 3794-3800
DOI: 10.1055/s-0036-1588426
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of [1]Benzothieno[2,3-b]quinolines via Transition-Metal-Free [3+3] Annulation of Nitroarenes and Benzo[b]thiophen-3-ylacetonitrile or 3-(Phenylsulfonylmethyl)benzo[b]thiophene Carbanions

Michał Nowacki
Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44/52, 01-224 Warszawa, Poland   eMail: krzysztof.wojciechowski@icho.edu.pl
,
Krzysztof Wojciechowski*
Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44/52, 01-224 Warszawa, Poland   eMail: krzysztof.wojciechowski@icho.edu.pl
› Institutsangaben
This work was financially supported by National Scientific Center grant No 2012/07/B/ST5/00813.
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Publikationsverlauf

Received: 08. März 2017

Accepted after revision: 22. April 2017

Publikationsdatum:
30. Mai 2017 (online)


Abstract

Benzo[b]thiophen-3-ylacetonitriles or 3-(phenylsulfonylmethyl)benzo[b]thiophenes react with nitrobenzene derivatives in the presence of potassium tert-butoxide and chlorotrimethylsilane to form, in good yields, 11-cyano- or 11-(phenylsulfonyl)[1]benzothieno[2,3-b]quinolines, respectively.

Supporting Information

 
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