Recent Advances in the Synthesis of Hetero- and Carbocyclic Compounds­ and Complexes Based on Acenaphthylene-1,2-dione

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 Introduction2 Synthesis of Spiro Compounds Employing Acenaphthylene-1,2-dione2.1 Methods for the Construction of Spiro Compounds2.1.1 By 1,3-Dipolar Cycloaddition of Acenaphthylene-1,2-dione via Azomethine Ylides2.1.2 By Multicomponent Reactions of Acenaphthylene-1,2-dione with C–H Acidic Compounds2.1.3 By Reaction of Acenaphthylene-1,2-dione with Zwitterionic Intermediates2.1.4 By Substitution and Multicomponent Reactions of Acenaphth- ylene-1,2-dione with Different Nucleophiles3 Synthesis of Propellanes by Employing Acenaphthylene-1,2-dione3.1 Methods for the Construction of Propellanes Based on Acenaph- thylene-1,2-dione3.1.1 By Reaction of Acenaphthylene-1,2-dione with Nucleophiles3.1.2 By Reaction of Acenaphthylene-1,2-dione with Binucleophiles4 Synthesis of Ligands Employing Acenaphthylene-1,2-dione for Catalyst Reactions5 Synthesis of Novel Hetero- and Carbocyclic Compounds Employing Acenaphthylene-1,2-dione5.1 By Reaction of Acenaphthylene-1,2-dione with Nucleophiles5.2 By Reaction of Acenaphthylene-1,2-dione with Zwitterionic Intermediates5.3 By Ring Opening and Ring Enlargement6 Conclusion

Diastereoselective Synthesis of NH-Unprotected Spiropyrrolidines via the Huisgen Reaction of Acenaphthoquinone-Derived Azomethine Ylides with β-Nitrostyrenes

“…Our interest in the application of acenaphthoquinone-derived azomethine ylides 16,17 and their reactions with -nitrostyrenes stemmed from extensive studies conducted on acenaphthoquinone. 18,19 This research ultimately resulted in the synthesis of derivatives of 4′-nitro-2H-spiro[acenaphthylene-1,2′-pyrrolidine]-2-ones.…”

Iodocyclization of Propargyl Alcohols: Highly Facile Approach to Hetero/Carbocyclic Iodides

“…Carbocyclic compounds are one of the primary class of organic chemistry. These are extremely widespread, and many of them are of great practical importance, carbocyclic compounds are also used in the preparation of synthetic resins and plastics as well.…”

Spectral, Molecular Modeling, and Biological Activity Studies on New Schiff’s Base of Acenaphthaquinone Transition Metal Complexes

“…Literature survey showed that acenaphthaquinone and its derivatives were widely used as starting and intermediate materials for the production of different compounds that have pharmaceutical importance [21,22], pesticides, dyes, drugs, and versatile fluorescent chemosensor [23][24][25][26]. However, a few reports on acenaphthaquinone thiosemicarbazone derivatives were observed.…”