期刊
CHEMICAL SOCIETY REVIEWS
卷 40, 期 9, 页码 4708-4739出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1cs15070g
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资金
- BOF (Bijzonder Onderzoeks-fonds Universiteit Gent, Research Fund Ghent University)
- FWO (Fonds voor Wetenschappelijk Onderzoek Vlaanderen, Research Foundation-Flanders)
Electron-deficient 1- and 2-azabuta-1,3-dienes are reagents intrinsically able to provide a wide range of cyclic and acyclic N-containing building blocks. Depending on their substitution, they behave as dienes for Diels-Alder reactions, as partners for [4+1], [3+2], [2+2]-cycloadditions, for aziridinations and as electrophiles for 1,2 and 1,4-additions. Nowadays, they are a very versatile family of compounds, despite their usual instability and complex reactivity. Four decades of research in this challenging area are reviewed in this critical review: their synthetic aspects and their reactivity towards a wide range of dienophiles, dipoles and nucleophiles are described as well. The introduction focuses on their electronic properties in order to get a clear picture of their reactivity (190 references).
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