Fig. 5: The proposed mechanism of the formation of amides by the reaction of esters with NaAB (a) and with amines (b). | Nature Communications

Fig. 5: The proposed mechanism of the formation of amides by the reaction of esters with NaAB (a) and with amines (b).

From: Efficient synthesis of primary and secondary amides via reacting esters with alkali metal amidoboranes

Fig. 5

The both reaction including the nucleophilic addition, proton transfer, and elimination in which the molar ratio of NaAB or amine to ester (R’, R” =alkyl, aryl) is 2:1, however, the reaction with NaAB is fast while the reaction with amine is sluggish.

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