Synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives via isocyanide-based multicomponent reactions

An efficient and facile synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives was developed through the isocyanide-based multicomponent reaction of isocyanides, gem-diactivated olefins, and cyclic imines such as dibenzoxazepine, dibenzothiazepine, and triazo...

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Main Authors: Marzieh Norouzi, Mohammad Taghi Nazeri, Ahmad Shaabani, Behrouz Notash
Format: Article
Language:English
Published: Beilstein-Institut 2024-11-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.20.241
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author Marzieh Norouzi
Mohammad Taghi Nazeri
Ahmad Shaabani
Behrouz Notash
author_facet Marzieh Norouzi
Mohammad Taghi Nazeri
Ahmad Shaabani
Behrouz Notash
author_sort Marzieh Norouzi
collection DOAJ
description An efficient and facile synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives was developed through the isocyanide-based multicomponent reaction of isocyanides, gem-diactivated olefins, and cyclic imines such as dibenzoxazepine, dibenzothiazepine, and triazolobenzodiazepine under solvent- and catalyst-free conditions. Purposefully, this approach produced various bioactive scaffolds using environmentally friendly, mild, and simple conditions. Due to their bioactive moieties, these compounds with exclusive fluorescence properties may attract great attention in biomedical applications, clinical diagnostics, and conjugate materials.
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series Beilstein Journal of Organic Chemistry
spelling doaj-art-31ab459933a44376bb32ec287fb8da2a2024-12-02T08:46:11ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972024-11-012012870288210.3762/bjoc.20.2411860-5397-20-241Synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives via isocyanide-based multicomponent reactionsMarzieh Norouzi0Mohammad Taghi Nazeri1Ahmad Shaabani2Behrouz Notash3Department of Organic Chemistry, Shahid Beheshti University, Daneshjou Boulevard, Tehran, 1983969411, Iran Department of Organic Chemistry, Shahid Beheshti University, Daneshjou Boulevard, Tehran, 1983969411, Iran Department of Organic Chemistry, Shahid Beheshti University, Daneshjou Boulevard, Tehran, 1983969411, Iran Department of Inorganic Chemistry, Shahid Beheshti University, Daneshjou Boulevard, Tehran, 1983969411, Iran An efficient and facile synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives was developed through the isocyanide-based multicomponent reaction of isocyanides, gem-diactivated olefins, and cyclic imines such as dibenzoxazepine, dibenzothiazepine, and triazolobenzodiazepine under solvent- and catalyst-free conditions. Purposefully, this approach produced various bioactive scaffolds using environmentally friendly, mild, and simple conditions. Due to their bioactive moieties, these compounds with exclusive fluorescence properties may attract great attention in biomedical applications, clinical diagnostics, and conjugate materials.https://doi.org/10.3762/bjoc.20.241cyclic iminesdibenzothiazepinedibenzoxazepineisocyanidesmulticomponent reactionspyrroletriazolobenzodiazepine
spellingShingle Marzieh Norouzi
Mohammad Taghi Nazeri
Ahmad Shaabani
Behrouz Notash
Synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives via isocyanide-based multicomponent reactions
Beilstein Journal of Organic Chemistry
cyclic imines
dibenzothiazepine
dibenzoxazepine
isocyanides
multicomponent reactions
pyrrole
triazolobenzodiazepine
title Synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives via isocyanide-based multicomponent reactions
title_full Synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives via isocyanide-based multicomponent reactions
title_fullStr Synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives via isocyanide-based multicomponent reactions
title_full_unstemmed Synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives via isocyanide-based multicomponent reactions
title_short Synthesis of pyrrole-fused dibenzoxazepine/dibenzothiazepine/triazolobenzodiazepine derivatives via isocyanide-based multicomponent reactions
title_sort synthesis of pyrrole fused dibenzoxazepine dibenzothiazepine triazolobenzodiazepine derivatives via isocyanide based multicomponent reactions
topic cyclic imines
dibenzothiazepine
dibenzoxazepine
isocyanides
multicomponent reactions
pyrrole
triazolobenzodiazepine
url https://doi.org/10.3762/bjoc.20.241
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AT ahmadshaabani synthesisofpyrrolefuseddibenzoxazepinedibenzothiazepinetriazolobenzodiazepinederivativesviaisocyanidebasedmulticomponentreactions
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