Phenol Ugi-Smiles Systems: Strategies for the Multicomponent N-Arylation of Primary Amines with Isocyanides, Aldehydes, and Phenols
A Smiles rearrangement is the key step in the efficient coupling of primary amines with isocyanides, carbonyl compounds, and electron‐deficient substituted phenols to form N‐aryl amines (see picture). The presence of a nitro or ester group on the resulting adduct allows applications in heterocyclic...
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| Published in | Angewandte Chemie (International ed.) Vol. 44; no. 48; pp. 7961 - 7964 |
|---|---|
| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
Weinheim
WILEY-VCH Verlag
09.12.2005
WILEY‐VCH Verlag Wiley |
| Subjects | |
| Online Access | Get full text |
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| Abstract | A Smiles rearrangement is the key step in the efficient coupling of primary amines with isocyanides, carbonyl compounds, and electron‐deficient substituted phenols to form N‐aryl amines (see picture). The presence of a nitro or ester group on the resulting adduct allows applications in heterocyclic synthesis. |
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| AbstractList | A Smiles rearrangement is the key step in the efficient coupling of primary amines with isocyanides, carbonyl compounds, and electron‐deficient substituted phenols to form N‐aryl amines (see picture). The presence of a nitro or ester group on the resulting adduct allows applications in heterocyclic synthesis. |
| Author | Grimaud, Laurence Oble, Julie El Kaïm, Laurent |
| Author_xml | – sequence: 1 givenname: Laurent surname: El Kaïm fullname: El Kaïm, Laurent email: laurent.elkaim@ensta.fr organization: Laboratoire de Chimie Organique, UMR CNRS 7652, Ecole Nationale Supérieure des Techniques Avancées, 32 Bd Victor, 75015 Paris, France, Fax: (+33) 1-4552-8322 – sequence: 2 givenname: Laurence surname: Grimaud fullname: Grimaud, Laurence email: laurence.grimaud@ensta.fr organization: Laboratoire de Chimie Organique, UMR CNRS 7652, Ecole Nationale Supérieure des Techniques Avancées, 32 Bd Victor, 75015 Paris, France, Fax: (+33) 1-4552-8322 – sequence: 3 givenname: Julie surname: Oble fullname: Oble, Julie organization: Laboratoire de Chimie Organique, UMR CNRS 7652, Ecole Nationale Supérieure des Techniques Avancées, 32 Bd Victor, 75015 Paris, France, Fax: (+33) 1-4552-8322 |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/16287162$$D View this record in MEDLINE/PubMed |
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| Snippet | A Smiles rearrangement is the key step in the efficient coupling of primary amines with isocyanides, carbonyl compounds, and electron‐deficient substituted... |
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| SubjectTerms | amines arylation Chemistry Chemistry, Multidisciplinary multicomponent reaction phenols Physical Sciences rearrangement Science & Technology |
| Title | Phenol Ugi-Smiles Systems: Strategies for the Multicomponent N-Arylation of Primary Amines with Isocyanides, Aldehydes, and Phenols |
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