Abstract
Acenaphthylene-1,2-dione has been utilized in a wide range of reactions as a starting
material for the synthesis of hetero- and carbocyclic compounds and complexes. This
review provides a short summary of the recent advances in the application of acenaphthylene-1,2-dione
in the synthesis of hetero- and carbocyclic systems and bioactive compounds. In addition,
the applications of acenaphthylene-1,2-dione in the synthesis of spiro compounds,
propellanes, and ligands in catalyst reactions, from 2002 to early 2018, are included.
1 Introduction
2 Synthesis of Spiro Compounds Employing Acenaphthylene-1,2-dione
2.1 Methods for the Construction of Spiro Compounds
2.1.1 By 1,3-Dipolar Cycloaddition of Acenaphthylene-1,2-dione via Azomethine Ylides
2.1.2 By Multicomponent Reactions of Acenaphthylene-1,2-dione with C–H Acidic Compounds
2.1.3 By Reaction of Acenaphthylene-1,2-dione with Zwitterionic Intermediates
2.1.4 By Substitution and Multicomponent Reactions of Acenaphth- ylene-1,2-dione
with Different Nucleophiles
3 Synthesis of Propellanes by Employing Acenaphthylene-1,2-dione
3.1 Methods for the Construction of Propellanes Based on Acenaph- thylene-1,2-dione
3.1.1 By Reaction of Acenaphthylene-1,2-dione with Nucleophiles
3.1.2 By Reaction of Acenaphthylene-1,2-dione with Binucleophiles
4 Synthesis of Ligands Employing Acenaphthylene-1,2-dione for Catalyst Reactions
5 Synthesis of Novel Hetero- and Carbocyclic Compounds Employing Acenaphthylene-1,2-dione
5.1 By Reaction of Acenaphthylene-1,2-dione with Nucleophiles
5.2 By Reaction of Acenaphthylene-1,2-dione with Zwitterionic Intermediates
5.3 By Ring Opening and Ring Enlargement
6 Conclusion
Key words
acenaphthylene-1,2-dione - 1,3-dipolar cycloaddition - heterocycles - spiro compounds
- propellanes
