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Sodium periodate oxidative rearrangement

Oxidation of the heterocycles with common reagents such as MCPBA, sodium periodate or hydrogen peroxide cleanly affords the sulfoxides and sulfones, and it is clear that the sulfur atom is the principal centre of reaction for electrophiles. While the sulfone is a quite inert functionality, the sulfoxides may be reduced to the sulfides with phosphorus pen-tasulfide as for the tetrahydro systems (78CJC1423). Positive halogen sources likewise react at sulfur, and the intermediate sulfonium halide rearranges, usually by 1,2-shift to the a-halo product. [Pg.904]

Sodium periodate is known to oxidize 2-alkylphenols to the corresponding 2-hydroxycyclohexadi-enones. Phenolic benzhydrol-type coriqxiunds (63) follow a rearrangement pathway under foese conditions, and the results are shown in Scheme 17. The benzylic hydroxy group participates in the periodate... [Pg.835]

Sodium periodate (s. a. under RUO2) 1,3-Benzodioxoles from o-hydroxycarbinols Oxidative rearrangement... [Pg.71]

See other pages where Sodium periodate oxidative rearrangement is mentioned: [Pg.160]    [Pg.791]    [Pg.260]    [Pg.124]    [Pg.356]    [Pg.173]    [Pg.194]    [Pg.502]    [Pg.124]    [Pg.42]    [Pg.30]    [Pg.293]    [Pg.72]    [Pg.344]    [Pg.30]    [Pg.454]    [Pg.136]    [Pg.194]    [Pg.49]    [Pg.89]    [Pg.319]    [Pg.140]    [Pg.180]    [Pg.253]    [Pg.253]    [Pg.551]    [Pg.253]    [Pg.536]    [Pg.220]    [Pg.536]    [Pg.446]    [Pg.446]    [Pg.114]    [Pg.253]    [Pg.253]    [Pg.230]   


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Oxidants periodate

Oxidation oxidative rearrangement

Oxidation rearrangements

Oxidation sodium periodate

Period 3 oxides

Periodate oxidation

Sodium oxidation

Sodium oxide

Sodium periodate

Sodium periodates

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