ChemInform Abstract: Electrophilic Aromatic Substitution. Part 42. Perfluoroalkanesulfonic Acid Catalyzed Acylations of Alkylbenzenes: Synthesis of Alkylanthraquinones.

ChemInform ◽  
2000 ◽  
Vol 31 (51) ◽  
pp. no-no
Author(s):  
Franz Effenberger ◽  
Frank Buckel ◽  
Andreas H. Maier ◽  
Judith Schmider
Keyword(s):  
Electrophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Acid Catalyzed

AlCl3-Catalyzed Intramolecular Hydroarylation of Arenes with Alkynes

Synlett ◽  
2017 ◽  
Vol 28 (16) ◽  
pp. 2159-2162 ◽  
Author(s):  
Guangxin Gu ◽  
Hao Guo ◽  
Yang Li ◽  
Yu Wang ◽  
Dawen Xu ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Lewis Acid ◽  
Substitution Reaction ◽  
Functional Group ◽  
Catalytic Amount ◽  
Main Group ◽  
Electrophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Main Group Metal ◽  
Acid Catalyzed

Herein, we wish to report the main-group metal Lewis acid catalyzed intramolecular hydroarylation of arenes with alkynes. This cyclization proceeds efficiently in the presence of a catalytic amount of AlCl3, affording phenanthrenes in moderate to excellent yields. The catalyst is cheap and nontoxic. The functional-group tolerance is high. A plausible electrophilic aromatic substitution reaction mechanism is proposed for this transformation.

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