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Photocatalytic generation of N-centered hydrazonyl radicals: a strategy for hydroamination of β,γ-unsaturated hydrazones.

Authors :
Hu XQ
Chen JR
Wei Q
Liu FL
Deng QH
Beauchemin AM
Xiao WJ
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2014 Nov 03; Vol. 53 (45), pp. 12163-7.
Publication Year :
2014

Abstract

A visible-light photocatalytic generation of N-centered hydrazonyl radicals has been accomplished for the first time. This approach allows efficient intramolecular addition of hydrazonyl radical to terminal alkenes, thus providing hydroamination and oxyamination products in good yields. Importantly, the protocol involves deprotonation of an N-H bond and photocatalytic oxidation to an N-centered radical, thus obviating the need to prepare photolabile amine precursors or the stoichiometric use of oxidizing reagents.

Details

Language :
English
ISSN :
1521-3773
Volume :
53
Issue :
45
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
25513705
Full Text :
https://doi.org/10.1002/anie.201406491