Cyclic imine formation by intramolecular nucleophilic addition and elimination between an amino group and amide carbonyl; rate–pH profile for the reaction of 1-amino-8-trifluoroacetylaminonaphthalene to 2-trifluoromethylperimidine-Reference-Cited by-同舟云学术

Cyclic imine formation by intramolecular nucleophilic addition and elimination between an amino group and amide carbonyl; rate–pH profile for the reaction of 1-amino-8-trifluoroacetylaminonaphthalene to 2-trifluoromethylperimidine

Published:1992 Issue:7 Volume: Page:1067-1070
ISSN:0300-9580
Container-title:J. Chem. Soc., Perkin Trans. 2
language:en
Short-container-title:J. Chem. Soc., Perkin Trans. 2

Author:

Hibbert Frank,Malana Muhammad Aslam

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/1992/P2/P29920001067

Reference13 articles.

1. Kinetics of the alkaline hydrolysis of 1,8-bis(trifluoroacetylamino)naphthalene to 1-amino-8-trifluoroacetylaminonaphthalene in 70%, 80% and 90%(v/v) Me2SO–H2O

2. F. Hibbert and R.Rahaman, unpublished work.

3. D. D. Perrin , Dissociation Constants of Organic Bases in Aqueous Solution, Butterworths, London, 1965, supplement 1972.

4. Nucleophilic addition to olefins. 12. Solvent-induced change in the rate-limiting step of the hydrolysis of benzylidenemalononitrile in acidic dimethyl sulfoxide-water solution

5. Intermediates in nucleophilic aromatic substitution. XIV. Spiro Meisenheimer complexes derived from N,N-dimethylethylenediamine. Kinetics in aqueous dimethyl sulfoxide

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1. Perimidines: a unique π-amphoteric heteroaromatic system;Russian Chemical Reviews;2020-11-01

2. Theoretical calculations of minimum energy structures and thermodynamics for the formation of cyclic amidines and imidates by intramolecular nucleophilic addition/elimination reactions;Journal of the Chemical Society, Perkin Transactions 2;1998

3. Kinetic solvent isotope effects and activation parameters for the intramolecular addition–elimination between amino and amide groups in 1-amino-8-trifluoroacetylnaphthalene under acidic conditions;J. Chem. Soc., Perkin Trans. 2;1994

4. Rate–pH profile for the formation of 1-hydroxy-8-acetylaminonaphthalene from 2-methylnaphth[1,8-de]-1,3-oxazine in aqueous solution; acid catalysis and inhibition and comparison with the reaction of 1-amino-8-trifluoroacetylaminonaphthalene;J. Chem. Soc., Perkin Trans. 2;1994

5. General acid catalysis and kinetic isotope effects for intramolecular, addition–elimination between amino and amide groups in 1-amino-8-trifluoroacetylaminonaphthalene; observation of a biphasic Brønsted plot;J. Chem. Soc., Perkin Trans. 2;1993