Accelerated Synthesis of Bicyclo[1.1.1]pentylamines: A High-Throughput Approach.
Org Lett
; 25(5): 771-776, 2023 Feb 10.
Article
em En
| MEDLINE
| ID: mdl-36724762
ABSTRACT
Strained bicyclic substructures such as bicyclo[1.1.1]pentylamines (BCPAs) are increasingly targeted in medicinal chemistry as arylamine bioisosteres. Here, we leverage high-throughput automated synthesis to rapidly develop library-amenable reaction conditions and maximize design space to expand access to BCPAs. This new protocol relies on a copper-mediated C-N coupling approach and uses accessible and bench-stable iodo-BCP building blocks. Its applicability has been exemplified by incorporating BCPs in drug-like compounds, providing straightforward access to a library of valuable aniline-like isosteres.
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MEDLINE
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En
Ano de publicação:
2023
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Article