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

Synthesis ofN-alkenylisoquinolinonesviapalladium-catalyzed cyclization/C4–O bond cleavage of oxazolidines

“…12 In particular, the transition metal-catalyzed ring-opening of oxazolidines has received increasing attention as an effective approach for functionalizing the oxazolidine ring. 13 Most reactions reported so far have only involved C 2 –O bond cleavage in the presence of nucleophilic reagents, because of the reactivity of the N,O-acetal structure of oxazolidines. 14 Very recently, our group reported the Pd-catalyzed reductive annulation/C 2 –O and C 5 –N bond cleavage of oxazolidines to access a range of isoquinolines, which are unreachable via conventional methods (Scheme 1B, reaction (a)).…”