Bridge Cross-Coupling of Bicyclo[1.1.0]butanes.

Org Lett

Chemistry Research Laboratory, Department of Chemistry, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, U.K.

Published: January 2024

Bicyclo[1.1.0]butanes (BCBs) have gained growing popularity in "strain release" chemistry for the synthesis of four-membered-ring systems and - and -disubstituted arene bioisosteres as well as applications in chemoselective bioconjugation. However, functionalization of the bridge position of BCBs can be challenging due to the inherent strain of the ring system and reactivity of the central C-C bond. Here we report the first late-stage bridge cross-coupling of BCBs, mediated by directed metalation/palladium catalysis.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10789093PMC
http://dx.doi.org/10.1021/acs.orglett.3c04030DOI Listing

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