Regioselective Synthesis of Benzimidazolones via Cascade C–N Coupling of Monosubstituted Ureas

[Image: see text] A direct method for the regioselective construction of benzimidazolones is reported wherein a single palladium catalyst is employed to couple monosubstituted urea substrates with differentially substituted 1,2-dihaloaromatic systems. In this method, the catalyst is able to promote...

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Autores principales: Ernst, Johannes B., Tay, Nicholas E. S., Jui, Nathan T., Buchwald, Stephen L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4216194/
https://www.ncbi.nlm.nih.gov/pubmed/24971635
http://dx.doi.org/10.1021/ol501531q
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author Ernst, Johannes B.
Tay, Nicholas E. S.
Jui, Nathan T.
Buchwald, Stephen L.
author_facet Ernst, Johannes B.
Tay, Nicholas E. S.
Jui, Nathan T.
Buchwald, Stephen L.
author_sort Ernst, Johannes B.
collection PubMed
description [Image: see text] A direct method for the regioselective construction of benzimidazolones is reported wherein a single palladium catalyst is employed to couple monosubstituted urea substrates with differentially substituted 1,2-dihaloaromatic systems. In this method, the catalyst is able to promote a cascade of two discrete chemoselective C–N bond-forming processes that allows the highly selective and predictable formation of complex heterocycles from simple, readily available starting materials.
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spelling pubmed-42161942015-06-27 Regioselective Synthesis of Benzimidazolones via Cascade C–N Coupling of Monosubstituted Ureas Ernst, Johannes B. Tay, Nicholas E. S. Jui, Nathan T. Buchwald, Stephen L. Org Lett [Image: see text] A direct method for the regioselective construction of benzimidazolones is reported wherein a single palladium catalyst is employed to couple monosubstituted urea substrates with differentially substituted 1,2-dihaloaromatic systems. In this method, the catalyst is able to promote a cascade of two discrete chemoselective C–N bond-forming processes that allows the highly selective and predictable formation of complex heterocycles from simple, readily available starting materials. American Chemical Society 2014-06-27 2014-07-18 /pmc/articles/PMC4216194/ /pubmed/24971635 http://dx.doi.org/10.1021/ol501531q Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Ernst, Johannes B.
Tay, Nicholas E. S.
Jui, Nathan T.
Buchwald, Stephen L.
Regioselective Synthesis of Benzimidazolones via Cascade C–N Coupling of Monosubstituted Ureas
title Regioselective Synthesis of Benzimidazolones via Cascade C–N Coupling of Monosubstituted Ureas
title_full Regioselective Synthesis of Benzimidazolones via Cascade C–N Coupling of Monosubstituted Ureas
title_fullStr Regioselective Synthesis of Benzimidazolones via Cascade C–N Coupling of Monosubstituted Ureas
title_full_unstemmed Regioselective Synthesis of Benzimidazolones via Cascade C–N Coupling of Monosubstituted Ureas
title_short Regioselective Synthesis of Benzimidazolones via Cascade C–N Coupling of Monosubstituted Ureas
title_sort regioselective synthesis of benzimidazolones via cascade c–n coupling of monosubstituted ureas
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4216194/
https://www.ncbi.nlm.nih.gov/pubmed/24971635
http://dx.doi.org/10.1021/ol501531q
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