Novel One-Pot Synthesis of Thiophenols from Related Triazenes under Mild Conditions

Masoud Kazem‐Rostami, Ardeshir Khazaei, Ahmad Reza Moosavi‐Zare, Mohammad Bayat, Shahnaz Saednia

Synlett · 2012 · 24 citations · 0 references

Concepts

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.