Cobalt-Catalyzed Direct C–H Thiolation of Aromatic Amides with Disulfides: Application to the Synthesis of Quetiapine

Mingliang Li, Jun Joelle Wang*

*Corresponding author for this work

Research output: Contribution to journalJournal articlepeer-review

43 Citations (Scopus)

Abstract

A direct C(sp2)–H thiolation of aromatic amides with disulfides was developed. The coupling reaction proceeds between the thioether radical and cobaltacycle intermediate. This method exhibits a relatively broad substrate scope and high functional group compatibility. A mechanistic study indicates that the cobalt(IV) intermediate is probably formed during the course of the reaction. The thiolation product can be transformed to Quetiapine, which is an atypical antipsychotic agent approved for the treatment of schizophrenia and bipolar disorder.
Original languageEnglish
Pages (from-to)6490–6493
Number of pages4
JournalOrganic Letters
Volume20
Issue number20
Early online date4 Oct 2018
DOIs
Publication statusPublished - 19 Oct 2018

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