Synthesis of Unsymmetrical Diarylureas via Pd-Catalyzed C–N Cross-Coupling Reactions

A facile synthesis of unsymmetrical N,N′-diarylureas is described. The utilization of the Pd-catalyzed arylation of ureas enables the synthesis of an array of diarylureas in good to excellent yields from benzylurea via a one-pot arylation–deprotection protocol, followed by a second arylation.

Bibliographic Details
Main Authors: Breitler, Simon, Oldenhuis, Nathan J., Fors, Brett P., Buchwald, Stephen Leffler
Other Authors: Massachusetts Institute of Technology. Department of Chemistry
Format: Article
Language:en_US
Published: American Chemical Society (ACS) 2013
Online Access:http://hdl.handle.net/1721.1/81940
https://orcid.org/0000-0003-3875-4775
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author Breitler, Simon
Oldenhuis, Nathan J.
Fors, Brett P.
Buchwald, Stephen Leffler
author2 Massachusetts Institute of Technology. Department of Chemistry
author_facet Massachusetts Institute of Technology. Department of Chemistry
Breitler, Simon
Oldenhuis, Nathan J.
Fors, Brett P.
Buchwald, Stephen Leffler
author_sort Breitler, Simon
collection MIT
description A facile synthesis of unsymmetrical N,N′-diarylureas is described. The utilization of the Pd-catalyzed arylation of ureas enables the synthesis of an array of diarylureas in good to excellent yields from benzylurea via a one-pot arylation–deprotection protocol, followed by a second arylation.
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spelling mit-1721.1/819402022-09-27T18:15:34Z Synthesis of Unsymmetrical Diarylureas via Pd-Catalyzed C–N Cross-Coupling Reactions Breitler, Simon Oldenhuis, Nathan J. Fors, Brett P. Buchwald, Stephen Leffler Massachusetts Institute of Technology. Department of Chemistry Breitler, Simon Oldenhuis, Nathan J. Fors, Brett P. Buchwald, Stephen Leffler A facile synthesis of unsymmetrical N,N′-diarylureas is described. The utilization of the Pd-catalyzed arylation of ureas enables the synthesis of an array of diarylureas in good to excellent yields from benzylurea via a one-pot arylation–deprotection protocol, followed by a second arylation. National Institutes of Health (U.S.) (Grant GM58160) Bristol-Myers Squibb Company (Graduate Fellowship) National Science Foundation (U.S.) (Grant CHE9808061) National Institutes of Health (U.S.) (Grant DBI 9729592) 2013-11-01T15:24:31Z 2013-11-01T15:24:31Z 2011-05 2011-05 Article http://purl.org/eprint/type/JournalArticle 1523-7060 1523-7052 http://hdl.handle.net/1721.1/81940 Breitler, Simon, Nathan J. Oldenhuis, Brett P. Fors, and Stephen L. Buchwald. “Synthesis of Unsymmetrical Diarylureas via Pd-Catalyzed C–N Cross-Coupling Reactions.” Organic Letters 13, no. 12 (June 17, 2011): 3262-3265. https://orcid.org/0000-0003-3875-4775 en_US http://dx.doi.org/10.1021/ol201210t Organic Letters Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. application/pdf American Chemical Society (ACS) PMC
spellingShingle Breitler, Simon
Oldenhuis, Nathan J.
Fors, Brett P.
Buchwald, Stephen Leffler
Synthesis of Unsymmetrical Diarylureas via Pd-Catalyzed C–N Cross-Coupling Reactions
title Synthesis of Unsymmetrical Diarylureas via Pd-Catalyzed C–N Cross-Coupling Reactions
title_full Synthesis of Unsymmetrical Diarylureas via Pd-Catalyzed C–N Cross-Coupling Reactions
title_fullStr Synthesis of Unsymmetrical Diarylureas via Pd-Catalyzed C–N Cross-Coupling Reactions
title_full_unstemmed Synthesis of Unsymmetrical Diarylureas via Pd-Catalyzed C–N Cross-Coupling Reactions
title_short Synthesis of Unsymmetrical Diarylureas via Pd-Catalyzed C–N Cross-Coupling Reactions
title_sort synthesis of unsymmetrical diarylureas via pd catalyzed c n cross coupling reactions
url http://hdl.handle.net/1721.1/81940
https://orcid.org/0000-0003-3875-4775
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