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Synthesis 2004(18): 2995-2998
DOI: 10.1055/s-2004-834898
DOI: 10.1055/s-2004-834898
PAPER
© Georg Thieme Verlag Stuttgart · New York
Pseudohalogenation of Phosphites
Further Information
Received
29 March 2004
Publication Date:
02 November 2004 (online)
Publication History
Publication Date:
02 November 2004 (online)
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Abstract
A new type of Atherton-Todd reaction for a convenient pseudohalogenation of phosphites has been developed. Direct azidation, cyanation, and thiocyanation of (RO)2P(O)H (R = Et, i-Bu, Ph) were accomplished readily with sodium pseudohalides in acetonitrile under mild modified Atherton-Todd conditions. The corresponding phosphorochloridates were demonstrated by GC/MS to be the intermediates. Pseudohalogenations of ethyl phenylphosphinate and diphenylphosphine oxide were also investigated.
Key words
pseudohalophosphates - pseudohalogenation - phosphites - phosphorochloridates - Atherton-Todd reaction
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