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Rearrangements expansion, Ring opening

Thiazoline carboxamide 260 was transformed into thiazepine 261 by simple thermal treatment under the influence of ammonium chloride. This expansive rearrangement involved ring opening of the thioaminal function of 206 (Equation 21) <2005SL239>. [Pg.288]

An interesting reaction related to the ring expansions of penicillin S-oxides (208) was observed in the thermal rearrangement of 2,2,4A-tetramethyl-thiethan-3-one 1-oxide to the five-membered thiolane ring 209. Oxidation attempts of these thermally unstable thietanone oxides led via ring opening to the more stable heterocycle. The reaction mechanism (Scheme 11) was... [Pg.249]

Azepin-2-ones are prepared by the ring expansion of 2,6-dialkylphenolates with ethereal chloramine at -70 °C (Scheme 28) (B-69MI51600), and by the mechanistically similar base-promoted ring opening and rearrangement of spiroquinol ethers (234) (81JOC4077). [Pg.538]

See other pages where Rearrangements expansion, Ring opening is mentioned: [Pg.387]    [Pg.194]    [Pg.219]    [Pg.288]    [Pg.140]    [Pg.1094]    [Pg.527]    [Pg.883]    [Pg.38]    [Pg.291]    [Pg.169]    [Pg.129]    [Pg.1042]    [Pg.122]    [Pg.304]    [Pg.588]    [Pg.286]    [Pg.88]    [Pg.349]    [Pg.79]    [Pg.143]    [Pg.534]    [Pg.597]    [Pg.136]    [Pg.861]    [Pg.534]    [Pg.597]    [Pg.898]    [Pg.905]    [Pg.1035]    [Pg.1101]    [Pg.266]    [Pg.268]    [Pg.526]    [Pg.527]    [Pg.883]    [Pg.1018]    [Pg.735]   


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Rearrangement ring-expansion

Rearrangement ring-opening

Ring rearrangements

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