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Continuous Flow Organocatalytic Chlorination of Alkenes
Author(s) -
Iordanidis Nicolaos S.,
Zografos Alexandros L.,
Gallos John K.,
Koftis Theocharis V.,
Stathakis Christos I.
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.202100912
Subject(s) - chemistry , stoichiometry , allylic rearrangement , sulfoxide , continuous flow , regioselectivity , catalysis , environmentally friendly , combinatorial chemistry , organic chemistry , biochemical engineering , ecology , biology , engineering
A regioselective anti ‐dichlorination and allylic chlorination of isolated double bonds is described. Such chlorination reactions benefit from a combination of methyl phenyl sulfoxide and TMSCl. The method has been appropriately adjusted to fit the continuous flow technology requirements, aiming to a broader industrial implementation for the synthesis of pharmaceutically important compounds. Towards the same direction, a catalytic protocol has been developed, using sub‐stoichiometric amount of sulfoxide and environmentally friendly H 2 O 2 as the stoichiometric oxidant, with comparable efficacy.