| Autor: |
Feray, Laurence, Bertrand, Michèle P., Galibert-Guijarro, Aurélien |
| Předmět: |
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| Zdroj: |
Synthesis; Jan2023, Vol. 55 Issue 1, p27-44, 18p |
| Abstrakt: |
The aim of this Short Review is to give an updated overview of the synthesis of α-haloenamides, which constitute a versatile subclass of enamides. α-Haloenamides can be prepared from ynamides, acetamides, or gem -dibromoalkenes in the presence of N -nucleophiles and easily converted into more elaborated structures through halogen-metal exchange and transition-metal-catalyzed cross-coupling reactions. 1 Introduction 2 α-Haloenamide Synthesis 2.1 Hydrohalogenation of Ynamides 2.1.1 cis -Hydrohalogenation of Ynamides 2.1.2 trans -Hydrohalogenation of Ynamides 2.2 α,β-Dihalogenation 2.2.1 lodochlorination and Iodobromination of Ynamides 2.2.2 Iodofluorination of Ynamides 2.3 Chloroselenation of Ynamides 2.4 Carbohalogenation of Ynamides 2.4.1 Carboiodination 2.4.2 Chloroallylation 2.4.3 Chloro-benzhydrylation 2.4.4 Chloro-γ-hydroxylation 2.5 Vilsmeier–Haack Reactions 2.6 Cross-Coupling Reaction of gem -Dibromoalkenes in the Presence of N -Nucleophiles 3 Transformations of α-Haloenamides 3.1 Suzuki and Sonogashira Reactions 3.2 Heck Reaction 3.3 Stille Reaction 3.4 Miscellaneous Applications 3.4 Carbonylation 3.4.2 Reduction 3.4.3 Synthesis of α-Fluoroimides 3.4.4 Palladium-Catalyzed Intramolecular Cyclization 4 Conclusion [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
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