Synthesis of N3-substituted-quinazoline-2,4(1H,3H)-diones via CuI-catalyzed coupling of 2-iodobenzamides with potassium cyanate

Synthesis of N3-substituted-quinazoline-2,4(1H,3H)-diones via CuI-catalyzed coupling of 2-iodobenzamides with potassium cyanate

Herein, we disclosed the synthesis of N3-substituted-quinazoline-2,4(1H,3H)-diones via the consecutive copper-catalyzed coupling/annulation of 2-iodobenzamides and KOCN. This transformation is characterized by the in situ-generation of arylisocyante through C(sp2)-N(sp2) bond formation, which enrich...

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Bibliographic Details
Main Authors: Ali Nasirpour, Zarrin Ghasemi, Seyed Abolfazl Hosseini-Yazdi, Morgane Poupon, Cinthia Antunes Correa
Format: Article
Language:English
Published: Elsevier 2025-05-01
Series:Results in Chemistry
Subjects:
Quinazolindiones
Ullmann coupling
Isocyanatation
Copper catalyzed
Online Access:http://www.sciencedirect.com/science/article/pii/S2211715625001870
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Summary:Herein, we disclosed the synthesis of N3-substituted-quinazoline-2,4(1H,3H)-diones via the consecutive copper-catalyzed coupling/annulation of 2-iodobenzamides and KOCN. This transformation is characterized by the in situ-generation of arylisocyante through C(sp2)-N(sp2) bond formation, which enriches the library of preparation quinazolindiones. Moreover, it is worth noting that replacing the iodo group with bromo also produced a comparable yield of the corresponding quinazolinedione derived under the present conditions.
ISSN:2211-7156

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