234766-05-3Relevant academic research and scientific papers
Regiocontrolled synthesis of enantiopure 3,3′-thiosubstituted biphenyls
Capozzi, Giuseppe,Delogu, Giovanna,Fabbri, Davide,Marini, Manuela,Menichetti, Stefano,Nativi, Cristina
, p. 2019 - 2026 (2002)
Sulfenylation of 6,6′-dimethoxy-2,2′-dihydroxybiphenyl, used as a racemic mixture and single enantiomers, by phthalimidesulfenyl chloride afforded the corresponding 3,3′-N,N'-dithiophthalimide with complete regioselectivity. Simple manipulations of the latter compound allowed access to the corresponding bis-thiol or o-thioquinone as useful intermediates for the synthesis of new sulfur-containing open-chain and macrocyclic C2 enantiopure ligands. The application of this methodology to the preparation of a biphenyl bearing two cysteine units as potential HIV-1 protease inhibitor is also described.
