Diastereoselective, Multicomponent Synthesis of Pyrrolopyrazinoquinazolinones via a Tandem Quinazolinone Rearrangement/Intramolecular Ring Closure of Tautomeric (Z)-Benzamidines

2021 ◽  
Author(s):  
Victor A. Jaffett ◽  
Jhewelle N. Fitz-Henley ◽  
Muhammad M. Khalifa ◽  
Ilia A. Guzei ◽  
Jennifer E. Golden
Keyword(s):  
Ring Closure ◽  
Multicomponent Synthesis ◽  
Intramolecular Ring

scholarly journals TfOH-Promoted Reaction of 2,4-Diaryl-1,1,1-Trifluorobut-3-yn-2-oles with Arenes: Synthesis of 1,3-Diaryl-1-CF3-Indenes and Versatility of the Reaction Mechanisms

Molecules ◽  
2018 ◽  
Vol 23 (12) ◽  
pp. 3079 ◽  
Author(s):  
Aleksey V. Zerov ◽  
Anna N. Kazakova ◽  
Irina A. Boyarskaya ◽  
Taras L. Panikorovskii ◽  
Vitalii V. Suslonov ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Reaction Mechanisms ◽  
Room Temperature ◽  
Ring Closure ◽  
Nucleophilic Attack ◽  
New Process ◽  
Intramolecular Ring ◽  
Propargyl Alcohols

The TfOH-mediated reactions of 2,4-diaryl-1,1,1-trifluorobut-3-yn-2-oles (CF3-substituted diaryl propargyl alcohols) with arenes in CH2Cl2 afford 1,3-diaryl-1-CF3-indenes in yields up to 84%. This new process for synthesis of such CF3-indenes is complete at room temperature within one hour. The synthetic potential, scope, and limitations of this reaction were illustrated by more than 70 examples. The proposed reaction mechanism invokes the formation of highly reactive CF3-propargyl cation intermediates that can be trapped at the two mesomeric positions by the intermolecular nucleophilic attack of an arene partner with a subsequent intramolecular ring closure.

INTRAMOLECULAR RING CLOSURE OF 1,2,3,4-TETRACHLORO-6-(AZULEN-1-YL)FULVENE. FORMATION OF A CYCLOHEPT[cd]-s-INDACENE DERIVATIVE

1974 ◽  
Vol 3 (3) ◽  
pp. 307-310 ◽  
Author(s):  
Ichiro Murata ◽  
Kagetoshi Yamamoto ◽  
Mitsuhisa Tamura
Keyword(s):  
Ring Closure ◽  
Intramolecular Ring

scholarly journals An expedient route to heterocycles through α-arylation of ketones and arylamides by microwave induced thermal SRN1 reactions

RSC Advances ◽  
2014 ◽  
Vol 4 (34) ◽  
pp. 17490-17497 ◽  
Author(s):  
Silvia M. Soria-Castro ◽  
Daniel A. Caminos ◽  
Alicia B. Peñéñory
Keyword(s):  
Electron Transfer ◽  
Microwave Irradiation ◽  
Nucleophilic Substitution ◽  
Transfer Mechanism ◽  
Ring Closure ◽  
Electron Transfer Mechanism ◽  
Thermally Induced ◽  
Intramolecular Ring

Quick reaction by microwave irradiation promotes nucleophilic substitution by thermally induced electron transfer mechanism and allows to synthesize deoxibenzoin and indol heterocycles derivates by inter or intramolecular ring closure.

Studies on calix(aza)crowns, II. Synthesis of novel proximal doubly bridged calix[4]arenes by intramolecular ring closure of syn 1,3-and 1,2-ω-chloroalkylamides

Tetrahedron ◽  
1998 ◽  
Vol 54 (15) ◽  
pp. 3857-3870 ◽  
Author(s):  
István Bitter ◽  
Alajos Grün ◽  
Gábor Tóth ◽  
Barbara Balázs ◽  
Gyula Horváth ◽  
...  
Keyword(s):  
Ring Closure ◽  
Intramolecular Ring
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