TY - JOUR
AU - Wu, Jie
AB - Nitroarenes are used as the coupling partners in the preparation of sulfonamides via the insertion of sulfur dioxide. A three-component reaction of arylboronic acids, nitroarenes, and potassium metabisulfite under copper catalysis proceeds smoothly, giving rise to a range of sulfonamides in good to excellent yields with broad substrate scope. Various functional groups including hydroxyl, cyano, amino, and carbonyl are all tolerated. A plausible mechanism is proposed, showing that arylsulfinate is the intermediate and the copper-assisted interaction of the nitroarene and arylsulfinate is the key step. This approach is also extended to the late-stage modification of a currently marketed drug (flutamide).
TI - Copper-catalyzed synthesis of sulfonamides from nitroarenes via the insertion of sulfur dioxide
JO - Chemical Communications
DO - 10.1039/d0cc00721h
DA - 2020-03-19
UR - https://www.deepdyve.com/lp/royal-society-of-chemistry/copper-catalyzed-synthesis-of-sulfonamides-from-nitroarenes-via-the-2RXwB0DRmM
SP - 3437
EP - 3440
VL - 56
IS - 23
DP - DeepDyve
ER -