Tandem Deoxygenation/Halogenation of N -Oxides Under Acylation Conditions: Scope and In Situ IR Spectroscopic Studyстатья
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Дата последнего поиска статьи во внешних источниках: 3 октября 2019 г.
Аннотация:Acylation of cyclic nitronates with acyl bromides produces 3‐bromomethyl‐substituted 5,6‐dihydro‐2H‐1,2‐oxazines via an unusual multi‐stage process involving deoxygenation of N‐oxide and the formation of Br2. Low‐temperature in situ ATR FT‐IR monitoring and DFT calculations revealed α‐halo‐substituted N,N‐bis(oxy)amines as key intermediates of the process. The developed method was successfully exploited in the stereoselective synthesis of pharmaceutically relevant molecules.