Synlett p. 1003 - 1005 (2001)
Update date:2022-08-03
Topics:
Kato
Ohmori
Suzuki
One-pot conversion of azides to N-monomethylamines is described. Two optional protocols have been developed, which share the first stage, the reaction of an azide with (CH3)3P to generate the corresponding iminophosphorane. This Staudinger intermediate, thus generated, is either methylated with CH3I and hydrolyzed (method A), or treated with (HCHO)n and reduced with NaBH4 (method B), thereby giving the corresponding N-monomethylamine in high yield.
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