Methodology and applications of the hexadehydro-Diels–Alder (HDDA) reaction
Literature Information
Publication Date
2017-03-20
DOI
10.1039/C7QO00071E
Impact Factor
5.281
Authors
Todd B. Marder
View Original
Abstract
The hexadehydro-Diels–Alder (HDDA) reaction between an alkyne and a 1,3-diyne has recently become a rapidly growing area in the field of aryne chemistry. Both concerted and stepwise mechanisms for HDDA are energetically and geometrically feasible. The formation of a reactive benzyne intermediate under thermal conditions has been coupled with a wide variety of intra- and intermolecular trapping reactions to access highly functionalised aromatic compounds. With this in mind, reagents can be tailored to generate compounds for desired applications such as the synthesis of bioactive molecules or optoelectronic materials. This review presents a comprehensive overview of the HDDA reaction to date.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
5,10,15,20-tetrakis(4-boronic acid pinacol ester phenyl) porphyrin
CAS Number:
1332748-00-1
Molecular Formula:
C68H74B4N4O8
![6-Bromo-3-ethyl-3H-imidazo[4,5-b]pyridine structure](https://static.chemtradehub.com/structs/103/1033202-59-3-2a8f.webp "6-Bromo-3-ethyl-3H-imidazo[4,5-b]pyridine structure")
![Methyl 3-({2'-[(E)-(hydroxyhydrazono)methyl]-4-biphenylyl}methyl)-2-oxo-2,3-dihydro-1H-benzimidazole-4-carboxylate structure](https://static.chemtradehub.com/structs/149/1499167-72-4-034a.webp "Methyl 3-({2'-[(E)-(hydroxyhydrazono)methyl]-4-biphenylyl}methyl)-2-oxo-2,3-dihydro-1H-benzimidazole-4-carboxylate structure")
Methyl 3-({2'-[(E)-(hydroxyhydrazono)methyl]-4-biphenylyl}methyl)-2-oxo-2,3-dihydro-1H-benzimidazole-4-carboxylate
CAS Number:
1499167-72-4
Molecular Formula:
C23H20N4O4
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