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

Haopeng Wu; Chukai Shao; Di Wu; Liang Jiang; Hongquan Yin; Fu Xue Chen

doi:10.1021/acs.joc.0c02780

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

Haopeng Wu, Chukai Shao, Di Wu, Liang Jiang, Hongquan Yin^*, Fu Xue Chen^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	5327-5335
Number of pages	9
Journal	Journal of Organic Chemistry
Volume	86
Issue number	7
DOIs	https://doi.org/10.1021/acs.joc.0c02780
Publication status	Published - 2 Apr 2021

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10.1021/acs.joc.0c02780

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abstract = "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.",

author = "Haopeng Wu and Chukai Shao and Di Wu and Liang Jiang and Hongquan Yin and Chen, {Fu Xue}",

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AU - Wu, Haopeng

AU - Shao, Chukai

AU - Wu, Di

AU - Jiang, Liang

AU - Yin, Hongquan

AU - Chen, Fu Xue

PY - 2021/4/2

Y1 - 2021/4/2

N2 - 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.

AB - 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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U2 - 10.1021/acs.joc.0c02780

DO - 10.1021/acs.joc.0c02780

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ER -

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

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