Magnesium-mediated benzothiazole activation : a room temperature cascade of C-H deprotonation, C-C coupling, ring-opening and nucleophilic addition reactions
Blair, Victoria L. and Clegg, William and Kennedy, Alan R. and Livingstone, Zoe and Russo, Luca and Hevia, Eva (2011) Magnesium-mediated benzothiazole activation : a room temperature cascade of C-H deprotonation, C-C coupling, ring-opening and nucleophilic addition reactions. Angewandte Chemie, 50 (42). pp. 9857-9860. ISSN 0044-8249
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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 CC coupling, ring opening, nucleophilic addition, and deprotonation to give 2. THF=tetrahydrofuran.
Creators(s): |
Blair, Victoria L., Clegg, William, Kennedy, Alan R. ![]() ![]() | Item type: | Article |
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ID code: | 34747 |
Keywords: | cascade reactions, heterocylces, magnesium, metalation, mixed-metal chemistry, Chemistry, Medicine(all) |
Subjects: | Science > Chemistry |
Department: | Faculty of Science > Pure and Applied Chemistry |
Depositing user: | Pure Administrator |
Date deposited: | 20 Oct 2011 19:28 |
Last modified: | 29 Jan 2021 04:18 |
URI: | https://strathprints.strath.ac.uk/id/eprint/34747 |
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