Zhen Wu, Yaohui Xu, Jige Liu
Apr 27, 2020
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Influential Citations
21
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Journal
Science China Chemistry
Abstract
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.