Enolizable Alkylidene Heterocyclic and Carbocyclic Carbonyl Systems­: Valuable Vinylogous Donor Substrates in Synthesis

Lucia Battistini; Claudio Curti; Gloria Rassu; Andrea Sartori; Franca Zanardi

doi:10.1055/s-0036-1589487

Synthesis, Inhaltsverzeichnis

Synthesis 2017; 49(11): 2297-2336
DOI: 10.1055/s-0036-1589487

review

Enolizable Alkylidene Heterocyclic and Carbocyclic Carbonyl Systems: Valuable Vinylogous Donor Substrates in Synthesis

Lucia Battistini

^aDipartimento di Scienze degli Alimenti e del Farmaco, Università di Parma, Parco Area delle Scienze 27A, 43124 Parma, Italy eMail: andrea.sartori@unipr.it eMail: franca.zanardi@unipr.it

,

Claudio Curti

^aDipartimento di Scienze degli Alimenti e del Farmaco, Università di Parma, Parco Area delle Scienze 27A, 43124 Parma, Italy eMail: andrea.sartori@unipr.it eMail: franca.zanardi@unipr.it

,

Gloria Rassu

^bIstituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Traversa La Crucca 3, 07100 Li Punti Sassari, Italy

,

Andrea Sartori*

^aDipartimento di Scienze degli Alimenti e del Farmaco, Università di Parma, Parco Area delle Scienze 27A, 43124 Parma, Italy eMail: andrea.sartori@unipr.it eMail: franca.zanardi@unipr.it

,

Franca Zanardi*

^aDipartimento di Scienze degli Alimenti e del Farmaco, Università di Parma, Parco Area delle Scienze 27A, 43124 Parma, Italy eMail: andrea.sartori@unipr.it eMail: franca.zanardi@unipr.it

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Abstract

Alle Artikel dieser Rubrik

To the memory of Prof. Giovanni Casiraghi, our mentor, with deep gratitude (1939–2016)

Abstract

Controlled vinylogous carbon–carbon bond-forming reactions are useful options for providing the selective remote functionalization of conjugated carbonyl substrates. Remotely enolizable alkylidene heterocyclic and carbocyclic carbonyl compounds are pro-nucleophilic substrates that may be engaged in highly valuable chemical transformations. This review emphasizes the merits of these recently discovered vinylogous donors in the chemo-, regio- and stereoselective synthesis of many functionality-rich products.

1 Introduction

2 Alkylidene Oxindoles

3 Alkylidene Pyrazolinones

4 Alkylidene Furanones

5 Alkylidene Azlactones

6 Cycloalkylidene Carbonyl Compounds

7 Alkylidene Indenones

8 Cycloalkylidene Malononitriles

9 Conclusion

Key words

alkylidene carbocycles - alkylidene heterocycles - remote functionalization - vinylogous donors - vinylogy

Volltext

Referenzen

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Enolizable Alkylidene Heterocyclic and Carbocyclic Carbonyl Systems­: Valuable Vinylogous Donor Substrates in Synthesis

Enolizable Alkylidene Heterocyclic and Carbocyclic Carbonyl Systems: Valuable Vinylogous Donor Substrates in Synthesis