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Organophosphorus‐Catalysed Staudinger Reduction
Author(s) -
van Kalkeren Henri A.,
Bruins Jorick J.,
Rutjes Floris P. J. T.,
van Delft Floris L.
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201100967
Subject(s) - chemistry , phosphine , functional group , reduction (mathematics) , selective reduction , catalysis , staudinger reaction , combinatorial chemistry , organic chemistry , selectivity , polymer , geometry , mathematics
The first Staudinger reduction that is catalytic in phosphine has been developed, showing excellent yields and functional group selectivity. To this end we utilised dibenzophosphole catalysts and mild in situ reduction of the intermediate iminophosphoranes. We could avoid the necessity of water during the reduction, obtained no phosphine oxides as waste and thus enabled facile purification of the product. A range of azides was converted into amines with good to excellent yields and high functional group tolerance.