In situ generated reagent from sulfur for alkynylanthraquinone cyclization. The simple synthesis of angular thienoanthraquinones

[Display omitted] A new strategy for thiophene ring formation via the direct CH cyclization of 1-alkynyl-9,10-anthra(4-alkynyl-1-aza-9,10-anthra)quinones to give the corresponding thienoanthraquinones has been developed. A highly effective sulfinating agent was generated in situ by the reaction of e...

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Bibliographic Details
Published in:Tetrahedron letters 2016-03, Vol.57 (11), p.1273-1276
Main Authors: Fedenok, Lidiya G., Fedotov, Kirill Yu, Pritchina, Elena A., Polyakov, Nikolaj E.
Format: Article
Language:English
Subjects:
1-Alkynyl-9,10-anthraquinones
Bonding
Chemical reactions
Chlorine
Reagents
Strategy
Sulfur
Synthesis
Tetrahedrons
Thieno[b-2,1]anthraquinones
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Summary:[Display omitted] A new strategy for thiophene ring formation via the direct CH cyclization of 1-alkynyl-9,10-anthra(4-alkynyl-1-aza-9,10-anthra)quinones to give the corresponding thienoanthraquinones has been developed. A highly effective sulfinating agent was generated in situ by the reaction of elemental sulfur and alkali. It was also shown that this reagent is effective in the cyclization reaction with replacement of the chlorine atom.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2016.02.025