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Bridge Cross-Coupling of Bicyclo[1.1.0]butanes.

ABSTRACT: Bicyclo[1.1.0]butanes (BCBs) have gained growing popularity in "strain release" chemistry for the synthesis of four-membered-ring systems and para- and meta-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.

SUBMITTER: McNamee RE

PROVIDER: S-EPMC10789093 | biostudies-literature | 2024 Jan

REPOSITORIES: biostudies-literature

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Bridge Cross-Coupling of Bicyclo[1.1.0]butanes.

McNamee Ryan E RE Dasgupta Ayan A Christensen Kirsten E KE Anderson Edward A EA

Organic letters 20231229 1

Bicyclo[1.1.0]butanes (BCBs) have gained growing popularity in "strain release" chemistry for the synthesis of four-membered-ring systems and para- and meta-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 ...[more]

PMID: 38156902

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