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Synthesis of Aryl Cyclopropyl Sulfides Through Copper-Promoted S-cyclopropylation of Thiophenols Using Cyclopropylboronic Acid

Emeline Benoit, Ahmed Fnaiche, Alexandre Gagnon

Beilstein J Org Chem. 2019 May 27;15:1162-1171.

PMID: 31293663

Abstract:

The copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid is reported. 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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP411235579 Cyclopropylboronic acid Cyclopropylboronic acid 411235-57-9 Price
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