Novel one-pot synthesis of thiophenols from related triazenes under mild conditions

Ardeshir Khazaei; Masoud Kazem-Rostami; Ahmadreza Moosavi-Zare; Mohammad Bayat; Shahnaz Saednia

doi:10.1055/s-0032-1316557

Novel one-pot synthesis of thiophenols from related triazenes under mild conditions

Ardeshir Khazaei, Masoud Kazem-Rostami^*, Ahmadreza Moosavi-Zare, Mohammad Bayat, Shahnaz Saednia

^*Corresponding author for this work

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

22 Citations (Scopus)

Abstract

In this work, at first, triazenes were synthesized from primary aryl amines. Afterwards, triazenes were converted into the corresponding thiophenols in one-pot using sodium sulfide in acidic media, by in situ generation of diazonium counterion beside hydrogen sulfide as anionic sulfur nucleophile at room temperature. The procedure can be a convenient shortcut for the preparation of thiophenols from primary aryl amines.

Original language	English
Pages (from-to)	1893-1896
Number of pages	4
Journal	Synlett
Volume	23
Issue number	13
DOIs	https://doi.org/10.1055/s-0032-1316557
Publication status	Published - 2012
Externally published	Yes

Keywords

aryl amine
diazonium salt
one-pot synthesis
thiophenol
triazene

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10.1055/s-0032-1316557

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author = "Ardeshir Khazaei and Masoud Kazem-Rostami and Ahmadreza Moosavi-Zare and Mohammad Bayat and Shahnaz Saednia",

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AU - Khazaei, Ardeshir

AU - Kazem-Rostami, Masoud

AU - Moosavi-Zare, Ahmadreza

AU - Bayat, Mohammad

AU - Saednia, Shahnaz

PY - 2012

Y1 - 2012

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AB - In this work, at first, triazenes were synthesized from primary aryl amines. Afterwards, triazenes were converted into the corresponding thiophenols in one-pot using sodium sulfide in acidic media, by in situ generation of diazonium counterion beside hydrogen sulfide as anionic sulfur nucleophile at room temperature. The procedure can be a convenient shortcut for the preparation of thiophenols from primary aryl amines.

KW - aryl amine

KW - diazonium salt

KW - one-pot synthesis

KW - thiophenol

KW - triazene

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ER -

Novel one-pot synthesis of thiophenols from related triazenes under mild conditions

Abstract

Keywords

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