Atom-economical isocyanide-based multicomponent synthesis of 2,5-dioxopyrrolidines, spirobenzothiazinechromans and 1,5-benzothiazepines

An efficient synthesis of new pharmaceutically relevant dioxopyrrolidines, spirobenzo thiazine-2,3′-chromans, and benzothiazepines via isocyanide-based multicomponent condensation reactions at room temperature is reported. This synthesis serves as a nice addition to group-assistant-purification (GAP...

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Bibliographic Details
Published in:Tetrahedron 2014-01, Vol.70 (2), p.169-175
Main Authors: Akbarzadeh, Roya, Amanpour, Tayebeh, Khavasi, Hamid Reza, Bazgir, Ayoob
Format: Article
Language:English
Subjects:
Benzothiazepines
Chromatography
Dioxopyrrolidine
Ethanol
Ethyl alcohol
Isocyanide
Purification
Recrystallization
Spirobenzothiazine-2,3′-chroman
Synthesis
Tetrahedrons
Washing
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Summary:An efficient synthesis of new pharmaceutically relevant dioxopyrrolidines, spirobenzo thiazine-2,3′-chromans, and benzothiazepines via isocyanide-based multicomponent condensation reactions at room temperature is reported. This synthesis serves as a nice addition to group-assistant-purification (GAP) chemistry in which purification via chromatography and recrystallization can be avoided, and the pure products are obtained simply by washing the crude products with 95% ethanol. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2013.12.011