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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Veröffentlicht in:ACS catalysis 2022-01, Vol.12 (1), p.600-606
Hauptverfasser: 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
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container_end_page 606
container_issue 1
container_start_page 600
container_title ACS catalysis
container_volume 12
creator 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
description 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.
doi_str_mv 10.1021/acscatal.1c05076
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title Automated Nanomole-Scale Reaction Screening toward Benzoate Bioisosteres: A Photocatalyzed Approach to Highly Elaborated Bicyclo[1.1.1]Pentanes
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