Accessing N‐Propargyl Amino Alcohols through Cu(I)‐Catalyzed A3‐Coupling/Annulation and Bi(III)‐Promoted Ring‐Opening

Abstract An efficient one‐pot, two‐step process of N‐propargylation of amino alcohols involving in situ protection and deprotection of the amino alcohols. This reaction is initiated by a Cu(I)‐catalyzed A 3 ‐coupling/annulation of an amino alcohol, formaldehyde solution, and a terminal alkyne. Subsequent Bi(III)‐promoted ring‐opening of oxazolidine intermediates leads to the formation of the corresponding N−H‐free N‐propargyl amino alcohols in moderate to excellent yields. Importantly, this strategy allows a wide range of substrates with good functional group tolerance.