Abe, Takumi; Noda, Kenta; Sawada, Daisuke published the artcile< Synthesis of α-substituted indolylacetamide using acetonitriles as acetamide enolate equivalents through O-transfer reactions>, Application In Synthesis of 21667-62-9, the main research area is indolylacetamide preparation; ammonium hemiaminal acetonitrile alkylation oxygen transfer reaction.
Authors introduce readily available ammonium hemiaminals as O-transfer reagents and com. available acetonitriles as a primary amide enolate precursor. The combination serves as an amide enolate equivalent, thereby providing one-pot access to α-substituted indolylacetamides I (EWG = COOMe, SO2Me, C(O)Ph, etc.; R1 = H, Ph). A broad substrate scope and good functional group tolerance as well as gram-scale synthesis make this protocol highly attractive. Mechanistic experiments suggest that the cyano group is trapped by a hydroxy group of hemiaminals en route to the desired primary amides under metal-free conditions.
Chemical Communications (Cambridge, United Kingdom) published new progress about Acetamides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Application In Synthesis of 21667-62-9.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts