4.7 Article

Atom-Economical Thiocyanation-Amination of Alkynes with N-Thiocyanato-Dibenzenesulfonimide

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 7, Pages 5327-5335

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c02780

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Funding

  1. NSFC [21971013]
  2. State Key Laboratory of Medicinal Chemical Biology [2018060]

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A highly regioselective protocol for intermolecular thiocyanation-amination of alkynes using N-thiocyano-dibenzenesulfonimide (NTSI) as the SCN and nitrogen sources has been developed. The reaction features a broad substrate scope, atom economy, high yields (up to 94%), and excellent functional group tolerance under simple mild conditions.
A highly regioselective protocol for intermolecular thiocyanation-amination of alkynes by N-thiocyano-dibenzenesulfonimide (NTSI) as the SCN and nitrogen sources has been developed. A C-S bond and C-N bond are simultaneously constructed in only one step. The reaction under simple mild conditions features a broad substrate scope, atom economy, high yields (up to 94%), and excellent functional group tolerance.

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