Login / Signup

Efficient synthesis of α-amino-vinylphosphine oxides from alkyl nitriles via manganese-catalyzed phosphinoenamination.

Runbo SunYang JunpengZheng ZhangRuihang LuoWentao TangXinyu LiuXiaoyong LiuAnjun DingZhengjiang FuShengmei GuoHu Cai
Published in: Organic & biomolecular chemistry (2024)
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) 2 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.
Keyphrases
  • ionic liquid
  • room temperature
  • randomized controlled trial
  • electron transfer