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- Title
One-Pot Synthesis of 2-(Aryl/Alkyl)amino-3-cyanobenzo[b]- thiophenes and Their Hetero-Fused Analogues by Pd-Catalyzed Intramolecular Oxidative C-H Functionalization/Arylthiolation.
- Authors
Saraiah, Bonagiri; Gautam, Vibha; Acharya, Anand; Pasha, Mohamed A.; Hiriyakkanavar, Ila
- Abstract
We have developed a high-yielding synthesis for substituted 2-(aryl/alkyl)amino-3-cyanobenzo[b]thiophenes and their hetero-fused analogues by using a palladium-catalyzed intramolecular oxidative C-H functionalization/arylthiolation reaction of in situ generated N-(alkyl/aryl)thioamides, prepared from readily available (hetero)arylacetonitriles and alkyl/aryl isothiocyanates. This protocol was then extended to the synthesis of amino-substituted benzothieno[2,3-b]quinolines by employing a triflic acid mediated intramolecular cyclocondensation of the prepared 2-arylamino-3-cyanobenzo[b]thiophenes.
- Subjects
PALLADIUM catalysts; THIOPHENES; INTRAMOLECULAR catalysis; CARBON-hydrogen bonds; ISOTHIOCYANATES
- Publication
European Journal of Organic Chemistry, 2017, Vol 2017, Issue 37, p5679
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201700963