01952nas a2200217   4500008004100000022001400041245018200055210006900237260000900306520106300315653002101378653004201399653001901441653002201460653002301482100002701505700002801532700002601560700002501586856012301611       2021                        eng d  a0039-788100aNickel-catalyzed difunctionalization of alkynyl bromides with thiosulfonates and N-arylthio succinimides: a convenient synthesis of 1,2-thiosulfonylethenes and 1,1-dithioethenes0 aNickelcatalyzed difunctionalization of alkynyl bromides with thi  cAPR 3 a<p>An efficient nickel-catalyzed vicinal thiosulfonylation of 1bromoalkynes with thiosulfonates in the presence of cesium carbonate is described. An operationally simple and highly regioselective atom transfer radical addition (ATRA) of alkynyl bromides provides a wide range of (E)-1,2-thiosulfonylethenes (alpha-aryl-beta-thioarylvinyl sulfones) in moderate to high yields. The extensive substrate scope of both alkynyl bromides and thiosulfonates is explored with a broad range of functional groups. Indole-derived 1,1- bromoalkenes were also successfully explored in this 1,2-thiosulfonylation process. Moreover, the nickel-catalyzed geminal- dithiolation of alkynyl bromides with N-arylthio succinimides provides 1,1-dithioalkenes in high yields. The present protocol is reliable on gram scale, and a sequential one-pot bromination and thiosulfonylation of phenylacetylene is achieved in a scale-up synthesis. Following control experiments, a plausible mechanism is proposed to rationalize the experimental outcome and the vicinal thiosulfonylation.</p>10aalkynyl bromides10aatom transfer radical addition (ATRA)10athiosulfonates10athiosulfonylation10avinyl thiosulfones1 aKumari, Arram, Haritha1 aKumar, Jangam, Jagadesh1 aKrishna, Gamidi, Rama1 aReddy, Raju, Jannapu  uhttps://library.ncl.res.in/content/nickel-catalyzed-difunctionalization-alkynyl-bromides-thiosulfonates-and-n-arylthio