Ruthenium‐Catalyzed Hydroarylation and One‐Pot Twofold Unsymmetrical C−H Functionalization of Arenes. Issue 27 (23rd March 2016)

• Record Type: Journal Article
• Authors: Ghosh, Koushik; Rit, Raja K.; Ramesh, E.; Sahoo, Akhila K.
• Is Part Of: Angewandte Chemie international edition. Volume 55:Issue 27(2016)
• Page Start: 7821
• Page End: 7825
• Publication Date: 2016-03-23
• Subjects: annulations -- C−H activation -- heterocycles -- reaction mechanisms -- ruthenium; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201600649
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: A methyl phenyl sulfoximine (MPS) is used as a directing group in the ruthenium‐catalyzed intramolecular hydroarylation of alkene‐tethered benzoic acid derivatives to afford dihydrobenzofurans and indolines in good to excellent yields. A one‐pot, unsymmetrical, twofold C−H functionalization involving intramolecular C−C and intermolecular C−C/C−N bond formations is successfully demonstrated by using a single set of catalytic reaction conditions, which is unprecedented thus far. A novel isoquinolone‐bearing dihydrobenzofuran is constructed through an unsymmetrical twofold C−H functionalization. Abstract : In a single shot : A methyl phenyl sulfoximine (MPS) is used as a directing group in the ruthenium‐catalyzed intramolecular hydroarylation of alkene‐tethered benzoic acid derivatives to afford dihydrobenzofurans and indolines in excellent yields. A one‐pot, unsymmetrical, twofold C−H functionalization involving intramolecular C−C and intermolecular C−C/C−N bond formations is successfully demonstrated.