title: Magnesium-mediated benzothiazole activation: a room-temperature cascade of C-H deprotonation, C-C coupling, ring-opening, and nucleophilic addition reactions.
abstract: Ligand domin(o)ated: In contrast to the straightforward deprotonation of benzothiazole using Grignard reagents, treatment of benzothiazole with 1 leads to a novel type of activation. The initial magnesiation initiates an unstoppable domino reaction of C-C coupling, ring opening, nucleophilic addition, and deprotonation to give 2. THF=tetrahydrofuran.
authors.affiliation: Department of Pure and Applied Chemistry, WestCHEM, University of Strathclyde, Glasgow, UK.
authors.forename: Victoria L
authors.initials: VL
authors.lastname: Blair
authors.forename: William
authors.initials: W
authors.lastname: Clegg
authors.forename: Alan R
authors.initials: AR
authors.lastname: Kennedy
authors.forename: Zoe
authors.initials: Z
authors.lastname: Livingstone
authors.forename: Luca
authors.initials: L
authors.lastname: Russo
authors.forename: Eva
authors.initials: E
authors.lastname: Hevia
mesh_terms: D052160:Benzothiazoles / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008274:Magnesium / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D011522:Protons; D013696:Temperature
chemical_list: D052160:Benzothiazoles; D009942:Organometallic Compounds; D011522:Protons; C005465:benzothiazole; D008274:Magnesium