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

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

Authors :
Alexandre Gagnon
Emeline Benoit
Ahmed Fnaiche
Source :
Beilstein Journal of Organic Chemistry, Vol 15, Iss 1, Pp 1162-1171 (2019), Beilstein Journal of Organic Chemistry
Publication Year :
2019
Publisher :
Beilstein Institut, 2019.

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.

Details

ISSN :
18605397
Volume :
15
Database :
OpenAIRE
Journal :
Beilstein Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....ae29d94d61fac13b1a56843d37dddbc2
Full Text :
https://doi.org/10.3762/bjoc.15.113