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Integrated Ugi-Based Assembly of Functionally, Skeletally, and Stereochemically Diverse 1,4-Benzodiazepin-2-ones

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† ‡ Centro Singular de Investigación en Quı́mica Biológica y Materiales Moleculares (CIQUS) and Departamento de Quı́mica Orgánica, Facultad de Farmacia, Universidad de Santiago de Compostela, E-15782 Santiago de Compostela, Spain
§ Instituto de Sı́ntesis Orgánica, Facultad de Ciencias, Universidad de Alicante, E-03080 Alicante, Spain
Departamento de Quı́mica Orgánica, Facultad de Quı́mica, Universidad de Vigo, E-36310 Vigo, Spain
*E.S.: tel, ++34-881-815732; fax, ++34-981-528093; e-mail, [email protected]
Cite this: J. Org. Chem. 2015, 80, 3, 1533–1549
Publication Date (Web):January 5, 2015
Copyright © 2015 American Chemical Society

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    Abstract Image

    A practical, integrated and versatile U-4CR-based assembly of 1,4-benzodiazepin-2-ones exhibiting functionally, skeletally, and stereochemically diverse substitution patterns is described. By virtue of its convergence, atom economy, and bond-forming efficiency, the methodology documented herein exemplifies the reconciliation of structural complexity and experimental simplicity in the context of medicinal chemistry projects.

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