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Ru II ‐Catalyzed Annulative Coupling of Benzoic Acids with Vinyl Sulfone via Weak Carboxylate‐Assisted C−H Bond Activation
Author(s) -
Mandal Anup,
Dana Suman,
Chowdhury Deepan,
Baidya Mahiuddin
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800176
Subject(s) - sulfone , chemistry , carboxylate , benzoic acid , catalysis , annulation , aryl , substrate (aquarium) , coupling reaction , combinatorial chemistry , organic chemistry , medicinal chemistry , polymer chemistry , alkyl , oceanography , geology
An efficient annulative coupling of benzoic acids with vinyl sulfone is developed based on weak carboxylate‐assisted Ru II ‐catalyzed ortho C−H bond activation, delivering sulfone containing phthalides in high yields (up to 92 %). The protocol features operational simplicity, mild conditions, and broad substrate scope with wide functional groups tolerance. The synthetic utility was highlighted through the preparation of biologically relevant 3‐ylidenephthalide scaffolds. This work represents the first example of Ru II ‐catalyzed annulation of benzoic acid with aryl vinyl sulfone.