Mechanism of an intramolecular addition–elimination between amino and amide groups; a biphasic Brønsted plot for acid catalysis as evidence for rate-limiting proton transfer to the addition intermediate-Reference-Cited by-同舟云学术

Mechanism of an intramolecular addition–elimination between amino and amide groups; a biphasic Brønsted plot for acid catalysis as evidence for rate-limiting proton transfer to the addition intermediate

Published:1992 Issue:16 Volume:0 Page:1110-1112
ISSN:0022-4936
Container-title:J. Chem. Soc., Chem. Commun.
language:en
Short-container-title:J. Chem. Soc., Chem. Commun.

Author:

Baynham Andrew S.,Hibbert Frank,Malana Muhammad Aslam

Publisher

Royal Society of Chemistry (RSC)

Subject

Molecular Medicine

Link

http://pubs.rsc.org/en/content/articlepdf/1992/C3/C39920001110

Reference10 articles.

1. T. H. Lowry and K. S.Richardson, Mechanism and Theory in Organic Chemistry, 3rd edn., Harper and Row, New York, 1987, p. 635.

2. D. J. Hupe , in Enzyme Mechanisms, ed. M. I. Page and A. Williams, The Royal Society of Chemistry, 1987, p. 317.

3. 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

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

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

Cited by 2 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. 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

2. 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