Iodine Promoted Synthesis of S‐Benzoazolyl Chromones by a Three‐Component One‐Pot Reaction

Abstract

In the presence of iodine, the synthesis of S‐benzoazolyl chromone derivatives by one‐pot manner is reported. Thus, 2‐aminophenol firstly reacted with tetramethylthiuram disulfide (TMTD) to form 2‐mercaptobenzoxazole, and then coupled with 2‐hydroxyphenyl enaminones to obtain S‐benzoazolyl chromones through one‐pot manner. This method features mild conditions, easy operation, environmentally friendliness and wide substrate scopes, illustrating practical application value in organic synthesis.

Metal-Free Radical [3 + 2] Annulation of Tetraalkylthiuram Disulfide with Alkynes/Alkenes: An Approach of Synthesizing 1,3-Dithiole and 1,3-Ditholane Derivatives

“…One involves the formation of thioureas via nucleophilic attack of the amino group to tetraalkylthiuram disulfides. Intramolecular nucleophilic addition of the formed thioureas followed by removing dialkylamines yielded mercaptobenzoheterocycles (Scheme a) . The other involves dithiocarbamation, which undergoes the formation of dithiocarbamate radicals, dithiocarbamate anions and copper intermediates, adducts of dithiocarbamates and iodide, or other processes, affording dithiocarbamates − ,,, or thioamides (Scheme b).…”