Synthesis of aryl cyclopropyl sulfides through copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid

• Emeline Benoit,
• Ahmed Fnaiche and
• Alexandre Gagnon

Beilstein J. Org. Chem. 2019, 15, 1162–1171, doi:10.3762/bjoc.15.113

• . The procedure operates under simple conditions to afford the corresponding aryl cyclopropyl sulfides in moderate to excellent yields. The reaction tolerates substitution in ortho-, meta- and para-substitution as well as electron-donating and electron-withdrawing groups. The S-cyclopropylation of a

• thiophenol was also accomplished using potassium cyclopropyl trifluoroborate. Keywords: aryl cyclopropyl sulfides; copper(II) acetate; copper catalysis; cyclopropylboronic acid; thiophenols; Introduction Aryl cyclopropyl sulfides are present in many biologically active compounds, mainly in their oxidized

• ]. Roniciclib, also named BAY 1000394, is a pan-cyclin-dependant kinase (CDK) inhibitor that contains an aryl cyclopropyl sulfoximine and that was developed to treat patients with untreated small cell lung cancer [6][9]. Aryl cyclopropyl sulfides 1 are also remarkable synthons in organic synthesis (Scheme 1