Automated Nanomole-Scale Reaction Screening toward Benzoate Bioisosteres: A Photocatalyzed Approach to Highly Elaborated Bicyclo[1.1.1]Pentanes

Through the application of high-throughput nanoscale optimization, a mild, photocatalyzed, Minisci-like protocol was developed to access highly functionalized 1,3-disubstituted bicyclopentanes. The benzoate-isosteric compounds were prepared using a readily available organic photocatalyst, mitigating...

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Bibliographic Details
Published in:ACS catalysis 2022-01, Vol.12 (1), p.600-606
Main Authors: Mousseau, James J, Perry, Matthew A, Bundesmann, Mark W, Chinigo, Gary M, Choi, Chulho, Gallego, Gary, Hicklin, Robert W, Hoy, Susan, Limburg, David C, Sach, Neal W, Zhang, Yuan
Format: Article
Language:English
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Summary:Through the application of high-throughput nanoscale optimization, a mild, photocatalyzed, Minisci-like protocol was developed to access highly functionalized 1,3-disubstituted bicyclopentanes. The benzoate-isosteric compounds were prepared using a readily available organic photocatalyst, mitigating the need for precious metals. The strategy described furnished products in synthetically useful yields and was demonstrated to be executable in parallel medicinal chemistry format.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.1c05076