111079-40-4Relevant articles and documents
Synthesis of 2-Organylchalcogenopheno[2,3-b]pyridines from Elemental Chalcogen and NaBH4/PEG-400 as a Reducing System: Antioxidant and Antinociceptive Properties
Peglow, Thiago J.,Bartz, Ricardo H.,Martins, Carolina C.,Belladona, Andrei L.,Luchese, Cristiane,Wilhelm, Ethel A.,Schumacher, Ricardo F.,Perin, Gelson
, p. 1741 - 1751 (2020)
An alternative method to prepare 2-organylchalcogenopheno[2,3-b]pyridines was developed by the insertion of chalcogen species (selenium, sulfur or tellurium), generated in situ, into 2-chloro-3-(organylethynyl)pyridines by using the NaBH4/PEG-4
Synthesis of 2-(hetero)arylthieno[2,3-b] or [3,2-b]pyridines from 2,3-dihalopyridines, (hetero)arylalkynes, and Na2S. Further functionalizations
Peixoto, Daniela,Begouin, Agathe,Queiroz, Maria-Jo?o R.P.
experimental part, p. 7082 - 7094 (2012/08/28)
A simple and efficient three-step methodology is described for the first time for the synthesis of 2-(hetero)arylthieno[2,3-b] or [3,2-b]pyridines. The first step is a Sonogashira coupling from 3-bromo-2-chloropyridine or 2-bromo-3-chloropyridine with several (hetero)arylalkynes to obtain the corresponding 2- or 3-chloro(hetero)arylethynylpyridines. These were cyclized by treatment with Na2S affording the expected 2-(hetero) arylthienopyridines. As an improvement, these reactions were also performed in one-pot, without the isolation of the Sonogashira product, giving the thienopyridines in similar or better yields, reducing significantly the reaction time after the addition of Na2S. Further functionalizations were achieved in the thienopyridine system either by bromination in the thiophene ring or chlorination in the pyridine ring via a N-oxide intermediate, allowing metal-catalyzed coupling reactions and/or nucleophilic substitutions. The functionalization of some substituents is also possible and as an example a 1,3-diarylurea was obtained from the reaction of an aniline derivative with an arylisocyanate.
Cascade synthesis of new tetracyclic heteroaromatic thieno[2,3-b]pyridine- containing ring systems
Aitken, R. Alan,Garnett, Alasdair N.
experimental part, p. 2402 - 2404 (2010/03/03)
Flash vacuum pyrolysis of appropriate stabilised ylides, prepared in a few steps from 2-(methylthio)nicotinic acid, give products containing previously unknown naphtho-, phenanthro-, benzothieno-and benzofuro-fused thieno[2,3-b]pyridine ring systems.
