Iron-promoted environmentally benign construction of 2-iodo aroylguanidines and 2-iodo aroyltetrazoles

Abstract

An efficient approach to access 2-iodo aroylguanidines and 2-iodo aroyltetrazoles starting from readily accessible thioureas has been established. Furthermore, desulphurisation process has been identified by Iron catalysis at 50 °C. This is the first example of the synthesis of 2-iodo aroylguanidines and 2-iodo aroyltetrazoles involving Iron catalysis in the presence of a green solvent. Hence, the reaction is in line with the requirements of green chemistry by virtue of mild conditions, environmentally benign, short reaction time, and good selectivity.

Graphical abstract

We have demonstrated the multifaceted of a homogeneous Fe₂(SO₄)₃. H₂O/DMF system for constructing 2-iodo aroylguanidines and 2-iodo aroyltetrazoles starting in one pot via oxidative desulfurization approach from easy-to-prepare starting materials. Because of rapid access to highly substituted N-containing heterocycles by these approaches and the occurrence of these heterocycles in natural products and active pharmaceutical ingredients, we hope these one-pot methods will hold great potential.