AI Article Synopsis

  • A new protocol was created for synthesizing α-amino-vinylphosphine oxides using a reaction between alkyl nitriles and phosphine oxides.
  • The reaction is efficiently catalyzed by a combination of manganese acetate (Mn(OAc), a Lewis acid) and guanidine (a Lewis base).
  • This method allows for various alkyl nitriles and phosphine oxides to be used, achieving product yields of up to 95% under mild conditions, and it is suitable for gram-scale production.

Article Abstract

A protocol for the synthesis of α-amino-vinylphosphine oxides by phosphinoenamination reaction between alkyl nitriles and phosphine oxides was developed. The combination of Mn(OAc) as a Lewis acid and guanidine as a Lewis base was found to be an efficient catalytic system for this reaction. A series of alkyl nitriles and phosphine oxides are compatible with this conversion, furnishing the desired products in up to 95% yield under mild conditions. Furthermore, this method demonstrates the capability of gram-scale synthesis.

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http://dx.doi.org/10.1039/d4ob00489bDOI Listing

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