Remote Deprotometalation-Iodolysis of N,N-Diisopropyl-2-trimethylsilylferrocenecarboxamide: A New Route Toward 1,1′-Disubstituted Ferrocenes
| Autor: | Palakodety Radha Krishna, Thierry Roisnel, William Erb, Lingaswamy Kadari, Florence Mongin |
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| Přispěvatelé: | Institut des Sciences Chimiques de Rennes (ISCR), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA), CSIR Indian Institute of Chemical Technology [Hyderabad] (IICT), The authors would like to acknowledge Région Bretagne for a postdoctoral fellowship grant (L. K.). This work was supported by theUniversité de Rennes 1 and CNRS. We gratefully acknowledge the FondsEuropéen de Développement Régional (FEDER, D8 VENTURE Bruker AXSdiffractometer) and Thermofisher (generous gift of 2,2,6,6-tetramethylpiperidine). This research has been performed as part of theIndo-French ‘Joint Laboratory for Natural Products and Synthesis towardsAffordable Health’. The authors would like to acknowledge Mehdi Tazi forgrowing crystals of compound rac-2., Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS) |
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Functional group manipulation
Remote functionalization 010405 organic chemistry medicine.drug_class Organic Chemistry Substitution (logic) Carboxamide 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences chemistry.chemical_compound Ferrocene chemistry medicine [CHIM]Chemical Sciences 1' Disubstitution |
| Zdroj: | SYNTHESIS SYNTHESIS, Georg Thieme Verlag, 2020, 52 (21), pp.3153-3161. ⟨10.1055/s-0040-1707175⟩ Synthesis: Journal of Synthetic Organic Chemistry Synthesis: Journal of Synthetic Organic Chemistry, 2020, 52 (21), pp.3153-3161. ⟨10.1055/s-0040-1707175⟩ |
| ISSN: | 0039-7881 1437-210X |
| DOI: | 10.1055/s-0040-1707175⟩ |
| Popis: | International audience; The 1,1′-disubstitution is currently the most frequent substitution pattern encountered in the ferrocene series. Here an original access based on the remote deprotometalation of N,N-diisopropyl-2-trimethylsilylferrocenecarboxamide is reported. The key intermediate, 1′-iodo-N,N-diisopropylferrocenecarboxamide, was prepared in multiple grams and was further functionalized toward fifteen 1′-substituted iodoferrocenes. |
| Databáze: | OpenAIRE |
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