Solvent-Controlled Divergent Synthesis of Thiocyanated Carbazoles and Di/Triphenylamines

You-Hui Tang; Peng Chen; Jin Yin; Jianghuan Shi; Yi-Jun Jiang

doi:10.1055/a-2378-4540

Synthesis, Table of Contents

Synthesis 2024; 56(22): 3512-3518
DOI: 10.1055/a-2378-4540

paper

Solvent-Controlled Divergent Synthesis of Thiocyanated Carbazoles and Di/Triphenylamines

You-Hui Tang‡

^aKey Laboratory of Advanced Mass Spectrometry and Molecular Analysis of Zhejiang Province, Institute of Mass Spectrometry, School of Material Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang 315211, P. R. of China

,

Peng Chen ‡

^aKey Laboratory of Advanced Mass Spectrometry and Molecular Analysis of Zhejiang Province, Institute of Mass Spectrometry, School of Material Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang 315211, P. R. of China

,

Jin Yin

^aKey Laboratory of Advanced Mass Spectrometry and Molecular Analysis of Zhejiang Province, Institute of Mass Spectrometry, School of Material Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang 315211, P. R. of China

,

Jianghuan Shi

^bNingbo Institute of Measurement and Testing (Ningbo Inspection and Testing Center for New Materials), Ningbo 315048, P. R. of China

,

Yi-Jun Jiang ∗

^aKey Laboratory of Advanced Mass Spectrometry and Molecular Analysis of Zhejiang Province, Institute of Mass Spectrometry, School of Material Science and Chemical Engineering, Ningbo University, Ningbo, Zhejiang 315211, P. R. of China

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Abstract

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Abstract

A solvent-controlled divergent thiocyanation of carbazoles and di/triphenylamines has been developed. Using either CH₃CN/H₂O (3:1) or DMSO as the solvent, a facile and efficient protocol for the solvent-controlled divergent synthesis of mono- and di-thiocyanation of carbazoles and di/triphenylamines was achieved. The salient features of this transformation include simple and mild reaction conditions, easily available substrates, and broad substrate scope.

Key words

thiocyanation - carbazoles - di/triphenylamines - divergent synthesis - solvent-controlled

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References

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