To showcase the synthetic flexibility of the difunctionalization methodology, it was combined with a one-pot transition metal-free reduction to the corresponding anilines (Scheme 6). In this fashion, the synthesis of thioaniline 8a could be performed in a sequential one-pot setup without the need for solvent change or workup between the steps. Furthermore, the functionalized iodonium salt 1an could be transformed into heterocyclic arylamine 8f through diarylation followed by reduction in the presence of iron and ammonium chloride. Product 7e exhibits specific binding ability towards Cytochrome P450 in Mycobacterium tuberculosis, hence it provides a new derivative of a potential drug candidate (drug bank reg. no DB07971) . The iodine handle available for further derivatizations of the synthesized drug derivative is an extra feature of this methodology. Scheme 6. One pot synthesis of amino sulfides.