Transition-Metal-Free Synthesis of <i>N-</i>Arylphenothiazines through an <i>N</i>- and <i>S</i>-Arylation Sequence
Tsubasa Matsuzawa, Takamitsu Hosoya, Suguru Yoshida
Abstract
An efficient synthetic method of N-arylphenothiazines from o-sulfanylanilines under transition-metal-free conditions is disclosed. An N- and S-arylation sequence of o-sulfanylanilines enabled us to synthesize a wide variety of N-arylphenothiazines. In particular, one-pot synthesis of N-arylphenothiazines was accomplished from easily available modules through preparation of o-sulfanylanilines by thioamination of aryne intermediates and following N- and S-arylation sequence.
Topics & Concepts
ChemistrySequence (biology)AryneTransition metalStereochemistryCombinatorial chemistryMetalMedicinal chemistryOrganic chemistryCatalysisBiochemistryPhenothiazines and Benzothiazines Synthesis and ActivitiesSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions