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Intramolecular Electrochemical Oxybromination of Olefins for the Synthesis of Isoxazolines in Batch and Continuous Flow
Author(s) -
Prabhakar Kale Ajit,
Nikolaienko Pavlo,
Smirnova Kristina,
Rueping Magnus
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202100640
Subject(s) - chemistry , regioselectivity , intramolecular force , electrochemistry , organic synthesis , stoichiometry , combinatorial chemistry , organic chemistry , continuous flow , cascade , catalysis , electrode , physics , chromatography , mechanics
Abstract A highly regioselective protocol for the synthesis of isoxazolines through cascade C−O and C−Br bond formation has been developed. The electrochemical approach uses traceless electrons as a sole source of oxidant, thus avoiding the use of stoichiometric organic or inorganic oxidants and provides a mild and environmentally benign alternative pathway for the synthesis of a wide range of valuable substituted isoxazolines from alkenyl oximes in good yields.