A practical access to fluoroalkylthio(seleno)-functionalized bicyclo[1.1.1]pentanes
Rational design of new bioisosteres through introduction of high-value functional groups to bicyclo[1.1.1]pentane (BCP) is of particular use for drug discovery. Disclosed herein is the first access to valuable fluoroalkylthio(seleno)-functionalized BCPs. A range of SCF 3 , SCF 2 H, SCFH 2 , SeCF 3 ,...
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Veröffentlicht in: | Science China. Chemistry 2020-08, Vol.63 (8), p.1025-1029 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Rational design of new bioisosteres through introduction of high-value functional groups to bicyclo[1.1.1]pentane (BCP) is of particular use for drug discovery. Disclosed herein is the first access to valuable fluoroalkylthio(seleno)-functionalized BCPs. A range of SCF
3
, SCF
2
H, SCFH
2
, SeCF
3
, SeC
4
F
9
, and SeC
8
F
17
groups are readily incorporated to BCPs under mild conditions. Concomitant installation of a sulfone provides a platform for incorporation of the BCP motif to bioactive molecules. This practical protocol features novel BCP scaffolds, broad substrate scope, excellent atom-economy, simple operation, and gram-scale preparation. |
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ISSN: | 1674-7291 1869-1870 |
DOI: | 10.1007/s11426-020-9733-y |