Reactions between 1-Methyl-2-Phenyl-3-Nitrosoindole, Activated with Benzoyl Chloride, with Indole and Indolizine Derivatives as Nucleophiles: A Case of 1,3-Migration-Reference-Cited by-同舟云学术

Reactions between 1-Methyl-2-Phenyl-3-Nitrosoindole, Activated with Benzoyl Chloride, with Indole and Indolizine Derivatives as Nucleophiles: A Case of 1,3-Migration

Published:1999-06 Issue:6 Volume:23 Page:362-363
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Rossetti Monica¹,Stipa Pierluigi¹,Petrucci Rita²,Greci Lucedio¹

Affiliation:

1. Dipartimento di Scienze dei Materiali e delta Terra. Università, Via Brecce Bianche, l-60131 Ancona, Italy

2. Dipartimento di Ingegneria Chimica, dei Materiali, delle Materie Prime e Metallurgiche, Università “La Sapienza”, Via del Castro Laurentiano 7, 1-00161 Roma, Italy

Abstract

2-Phenyl-3-nitrosoindole activated with PhCOCI reacts with indoles and indolizines (NuH) affording products of 1,2-addiction which undergo 1,3-nucleophilic migration in acid media.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.1177/174751989902300609

Reference15 articles.

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2. N- and C-Attacks of phenylnitrenium ions generated from phenyl azides in the presence of trifluoroacetic acid and/or trifluoromethanesulphonic acid

3. Kinetic substituent and isotope effects in the acid-catalysed rearrangement of N-phenylhydroxylamines. Are nitrenium lons involved?

4. Kinetics and mechanisms of the Bamberger rearrangement. Part 4. Rearrangement of sterically hindered phenylhydroxylamines to 4-aminophenols in aqueous sulphuric acid solution