The Wonderful World of β‐Enamino Diketones Chemistry

The simple preparation and functionalization of oxa/aza heterocycles requires new and efficient starting materials to be discovered so that regioselective methodologies with a wide range of applications in organic synthesis can be developed. With this in mind, β‐enamino diketones have emerged as a s...

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Bibliographic Details
Published inEuropean journal of organic chemistry Vol. 2020; no. 41; pp. 6405 - 6417
Main Authors Mittersteiner, Mateus, Andrade, Valquiria P., Bonacorso, Helio G., Martins, Marcos A. P., Zanatta, Nilo
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 08.11.2020
Subjects
Azoles
Cycloaddition
Diketones
Heterocycles
Pyrimidines
Trifluoromethyl
β‐Enamino diketones
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Summary:The simple preparation and functionalization of oxa/aza heterocycles requires new and efficient starting materials to be discovered so that regioselective methodologies with a wide range of applications in organic synthesis can be developed. With this in mind, β‐enamino diketones have emerged as a suitable building block for preparing the most diverse (poly)heterocyclic systems, through cyclocondensation or cycloaddition reactions. This review compiles all the reactions that have been conducted using these starting materials, ever since they were first disclosed in 1980. β‐Enamino diketones have risen as suitable starting materials for the construction of the most diverse classes of heterocycles through classical [3+2] and [3+3] cyclocondensation reactions with NN‐, NO‐ and NCN‐ dinucleophiles. This review gathers all reported works since its disclosure in the 80's and aspects like reactivity and selectivity are discussed thoroughly.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202001039