Isoquinolinium-N-sulfonic acid thiocyanate/H₂O₂ as efficient reagent for thiocyanation of N-bearing (hetero)aromatic compounds

Abstract

In the present study, isoquinoline sulfonic acid thiocyanate (isoquinoline-SO₃H)SCN and isoquinoline sulfonic acid chloride (isoquinoline-SO₃H)Cl as a novel and heterogeneous catalyst were designed and synthesized by a simple and inexpensive procedure. The prepared heterogeneous catalyst was characterized by FT-IR, ¹H NMR, and ¹³C NMR techniques. Then, the catalytic activity of (isoquinoline-SO₃H)SCN and (isoquinoline-SO₃H)Cl were successfully investigated for the synthesis of aryl and heteroaryl thiocyanates derivatives through a one-pot reaction. Moreover, the use of (isoquinoline-SO₃H)SCN provides a quite simple and more convenient procedure, due to it has both acidic group and thiocyanation agent in reaction. The present procedure offers advantages such as the usage of a commercially available materials, cheap and chemically stabile reagents, short reaction time, excellent yield, ease of separation by simple filtration, and simple reaction work-up.

GRAPHICAL ABSTRACT

KEYWORDS:

• (isoquinoline-SO₃H)SCN
• (isoquinoline-SO₃H)Cl
• solid acid
• H₂O₂
• heterogeneous catalyst

Disclosure statement

No potential conflict of interest was reported by the author(s).

Additional information

Funding

This work was supported by the ‘Iran National Science Foundation INSF’ and the University of Zanjan. The present work was from PhD thesis by Sobhan Rezayati.