Display options
Share it on

Org Lett. 2021 Jun 16; doi: 10.1021/acs.orglett.1c01702. Epub 2021 Jun 16.

Synthesis of .

Organic letters

Diego E Collin, Kristina Kovacic, Mark E Light, Bruno Linclau

Affiliations

  1. School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, United Kingdom.

PMID: 34133174 DOI: 10.1021/acs.orglett.1c01702

Abstract

The cubane ring has received intense attention as a 3D benzene isostere and scaffold. Mono- and 1,4-disubstituted cubanes are well-described. Here we report a practical procedure for a direct radical-mediated chlorocarbonylation process initially reported by Bashir-Hashemi, to access a range of 2-substituted 1,4-cubanedicarboxylic ester derivatives. A subsequent regioselective ester hydrolysis to give fully differentiated 1,2,4-trisubstituted cubanes is demonstrated.

Publication Types