Cover Image

On the gold-catalyzed intramolecular 7-exo-trig hydroamination of allenes

Show other versions (1)

Aniline derivatives with allene side tethers were tested as substrates for a gold-catalyzed 7-exo-trig hydroamination reaction. The nucleophilicity of the aniline derivatives plays an important role for the outcome of the reaction. While electron-deficient protecting groups at the nitrogen led to co...

Full description

Saved in:
Bibliographic Details
Main Authors: Pflästerer, Daniel (Author) , Dolbundalchok, Praphasiri (Author) , Rafique, Shahid (Author) , Rudolph, Matthias (Author) , Rominger, Frank (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: April 30, 2013
In: Advanced synthesis & catalysis
Year: 2013, Volume: 355, Issue: 7, Pages: 1383-1393
ISSN:1615-4169
DOI:10.1002/adsc.201300154
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/adsc.201300154
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201300154
Get full text
Author Notes:Daniel Pflästerer, Praphasiri Dolbundalchok, Shahid Rafique, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi
Description
Summary:Aniline derivatives with allene side tethers were tested as substrates for a gold-catalyzed 7-exo-trig hydroamination reaction. The nucleophilicity of the aniline derivatives plays an important role for the outcome of the reaction. While electron-deficient protecting groups at the nitrogen led to competing pathways like hydroarylation or an allene to diene isomerization, clean formation of the desired benzoxazepines was obtained with unprotected aniline derivatives.
Item Description:Gesehen am 20.01.2022
Physical Description:Online Resource
ISSN:1615-4169
DOI:10.1002/adsc.201300154

Similar Items