The vicarious intramolecular substitution reactions. I. Synthesis of condensed indolizines based on 2-quinoxalylacetonitriles

1993 ◽  
Vol 29 (3) ◽  
pp. 307-312 ◽  
Author(s):  
S. V. Litvinenko ◽  
Yu. M. Volovenko ◽  
F. S. Babichev
Keyword(s):  
Substitution Reactions ◽  
Intramolecular Substitution

Intramolecular substitution reactions involving π-nucleophiles and N-acyliminium cations generated from azetidin-2-ones

Tetrahedron ◽  
2010 ◽  
Vol 66 (22) ◽  
pp. 3904-3911 ◽  
Author(s):  
Barbara Grzeszczyk ◽  
Barbara Szechner ◽  
Bartłomiej Furman ◽  
Marek Chmielewski
Keyword(s):  
Substitution Reactions ◽  
Intramolecular Substitution

ChemInform Abstract: Intramolecular Substitution Reactions Involving π-Nucleophiles and N-Acyliminium Cations Generated from Azetidin-2-ones.

ChemInform ◽  
2010 ◽  
Vol 41 (44) ◽  
pp. no-no
Author(s):  
Barbara Grzeszczyk ◽  
Barbara Szechner ◽  
Bartlomiej Furman ◽  
Marek Chmielewski
Keyword(s):  
Substitution Reactions ◽  
Intramolecular Substitution

Formation of 6,6'-(Butane-1,4-diyl)bis(1,2,3,4-tetrahydronaphthalene) in the reaction of tetralin with aluminium chloride

1984 ◽  
Vol 37 (11) ◽  
pp. 2379 ◽  
Author(s):  
MA Wilson ◽  
H Rottendorf ◽  
PJ Collin ◽  
AM Vassallo
Keyword(s):  
Ion Pairs ◽  
Aluminium Chloride ◽  
Substitution Reactions ◽  
Electrophilic Attack ◽  
Intramolecular Substitution ◽  
Proton Loss

It has been shown that the reaction of aluminium chloride with tetralin yields 6,6'-(butane-1,4-diy1)-bis(1,2,3,4-tetrahydronaphthalene) as well as a number of other products. It is suggested that this compound is formed by protonation of tetralin, fragmentation of the alicyclic ring and then electrophilic attack of a further tetralin molecule. The positions of substitution in the product suggests that ion pairs are involved in the reaction. It is clear that intermediates have sufficient lifetime to undergo intermolecular substitution reactions in addition to intramolecular substitution or proton loss.

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