Superelectrophilic carbocations: preparation and reactions of a substrate with six ionizable groups

Superelectrophilic carbocations: preparation and reactions of a substrate with six ionizable groups

A substrate has been prepared having two triarylmethanol centers and four pyridine-type substituent groups. Upon ionization in the Brønsted superacid CF SO H, the substrate undergoes two types of reactions. In the presence of only the superacid, the highly ionized intermediate(s) provide a double cy...

Full description

Saved in:
Bibliographic Details
Published in:Beilstein journal of organic chemistry Vol. 15; no. 1; pp. 1515 - 1520
Main Authors: Kennedy, Sean H, Gasonoo, Makafui, Klumpp, Douglas A
Format: Journal Article
Language:English
Published: Germany Beilstein-Institut zur Föerderung der Chemischen Wissenschaften 09-07-2019
Beilstein-Institut
Subjects:
Acids
Alcohol
Aqueous solutions
Benzene
cation
Chemistry
Chromatography
Friedel–Crafts
Full Research Paper
heterocycle
Hydrocarbons
Indoles
Ionization
Pyridines
Solvents
superacid
superelectrophile
Friedel–Crafts
heterocycle
superacid
superelectrophile
cation
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A substrate has been prepared having two triarylmethanol centers and four pyridine-type substituent groups. Upon ionization in the Brønsted superacid CF SO H, the substrate undergoes two types of reactions. In the presence of only the superacid, the highly ionized intermediate(s) provide a double cyclization product having two pyrido[1,2- ]indole rings. With added benzene, an arylation product is obtained. A mechanism is proposed involving tetra-, penta-, or hexacationic species.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1860-5397
2195-951X
1860-5397
DOI:10.3762/bjoc.15.153