Synfacts 2025; 21(07): 687
DOI: 10.1055/a-2601-4864
Metals in Synthesis

Bench-Stable Bicyclo[1.1.1]pentane Precursors for Photoredox Radical Coupling

Rezensent(en):
,
Justin Ching
Burton KI, MacMillan DWC *. Princeton University, USA
Rapid Access to 3-Substituted Bicyclo[1.1.1]pentanes.

Chem 2025;
11: 102537
DOI: 10.1016/j.chempr.2025.102537
 

Significance

The authors utilized N-hydroxyphthalimide (NHPI)-functionalized bicyclo[1.1.1]pentanes (BCPs) as radical coupling partners. An in situ generated silyl radical acted as the key halogen atom transfer (XAT) reagent to produce alkyl or aryl radicals from alkyl or aryl bromides.


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Comment

This methodology was carried out successfully on analogues containing drug-relevant structural motifs, showcasing potential application in a pharmaceutical setting. Aryl, heteroaryl, primary, secondary, and tertiary alkyl coupling partners were all tolerated, highlighting the broad functional group tolerance of this method.


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Publikationsverlauf

Artikel online veröffentlicht:
23. Juni 2025

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