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Synthesis 2015; 47(16): 2391-2406
DOI: 10.1055/s-0034-1378704
DOI: 10.1055/s-0034-1378704
special topic
Exploitation of the Ugi–Joullié Reaction in the Synthesis of Libraries of Drug-Like Bicyclic Hydantoins
Weitere Informationen
Publikationsverlauf
Received: 30. März 2015
Accepted: 16. April 2015
Publikationsdatum:
19. Juni 2015 (online)
![](https://www.thieme-connect.de/media/synthesis/201516/lookinside/thumbnails/ss-2015-c0208-st_10-1055_s-0034-1378704-1.jpg)
Abstract
A general and efficient method for the synthesis of drug-like fused bicyclic hydantoins is reported. An Ugi–Joullié reaction/cyclisation sequence was exploited as the key complexity-generating process in which trifluoroacetic acid was employed as synthetic equivalent for chloroformic acid. Exemplar diversification of the bicyclic scaffolds was performed to enable subsequent translation to the synthesis of large small molecule libraries, leading to the production of >1000 compounds for addition to the screening collection of the European Lead Factory.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1378704.
- Supporting Information
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