Photoinduced arylative formal 4-endo-dig cyclization of propargyl alcohols/amines to access strained heterocycles

Abstract

The development of green and sustainable approaches for small molecules is always a deed in demand. Oxetanes/azetidines are strained heterocycles which possess unique physicochemical properties and exhibit distinctive chemical reactivity....

A computational mechanistic study on the Ni-catalyzed asymmetric alkynyl propyl hydroxyaminations: origin of enantioselectivity and further rational design

“…O -Propargyl hydroxylamines not only play a pivotal role as essential structural components in the synthesis of versatile biologically relevant molecules, but also serve as crucial intermediates for subsequent transformations. 15–18 However, devising an enantioselective strategy to construct the critical O -propargyl hydroxylamine motif using an internal alkyne in a stereoselective manner remains a formidable challenge. 19,20 In 2021, Guo and coworkers reported an oxygen-anion–alkynyl propylation reaction between propargylic carbonate ( 1a ) and N -hydroxyphthalimide ( 2a ) catalyzed by a phosphine–nickel catalyst, yielding oxy-alkynyl hydroxylamine ( 3a ) with good yield and enantioselectivity.…”