Synthesis of polysubstituted bicyclo[2.1.1]hexanes enabling access to new chemical space.

ABSTRACT: Saturated bridged-bicyclic compounds are currently under intense investigation as building blocks for pharmaceutical drug design. However, the most common methods for their preparation only provide access to bridgehead-substituted structures. The synthesis of bridge-functionalised species is highly challenging but would open up many new opportunities for molecular design. We describe a photocatalytic cycloaddition reaction that provides unified access to bicyclo[2.1.1]hexanes with 11 distinct substitution patterns. Bridge-substituted structures that represent ortho-, meta-, and polysubstituted benzene bioisosteres, as well as those that enable the investigation of chemical space inaccessible to aromatic motifs can all be prepared using this operationally simple protocol. Proo

SUBMITTER: Reinhold M 

PROVIDER: S-EPMC10510755 | biostudies-literature | 2023 Sep

REPOSITORIES: biostudies-literature