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K 2 S 2 O 8 ‐Mediated Dioxygenation of Aryl Alkenes Using N ‐Hydroxylamines and Air
Author(s) -
Bag Raghunath,
Punniyamurthy Tharmalingam
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201801154
Subject(s) - alkene , chemistry , aryl , potassium persulfate , vicinal , alkyl , persulfate , substrate (aquarium) , molybdenum , metal , medicinal chemistry , stereochemistry , organic chemistry , catalysis , polymer , oceanography , polymerization , geology
The vicinal dioxygenation of aryl alkenes is reported using N ‐hydroxylamines and air in the presence of potassium persulfate (K 2 S 2 O 8 ). The alkene is first oxidized to β ‐aminoxy alkyl hydroperoxide, which is in situ reduced to the diol using molybdenum hexacarbonyl [Mo(CO) 6 ] and base. Metal‐free, aerobic conditions and the substrate scope are the important practical features.