0000000000666757

AUTHOR

Rudolf Mengel

showing 2 related works from this author

Cycloaddition von benzothiet an oxime, oximether und oximester

1991

Benzothiete 1 generates by thermal ring opening an 8π electron system 2 which undergoes [8π + 2π] cycloaddition reactions with the oxime systems 3a-g. In accordance with the FMO theory the 1,3-thiazine derivatives 4a-g are formed in a regiospecific and 4f additionally in a stereospecific manner. The O-acylated adducts 4h-j enter the same cycloaddition; however, an elimination reaction 4 5, 6 can provoke the addition of a second benzothiete, yielding the tetracyclic compounds 7j, and 8i,j.

Elimination reactionchemistry.chemical_compoundStereospecificityBicyclic moleculechemistryStereochemistryOrganic ChemistryCyclohexanone oximeRing (chemistry)OximeCycloadditionAdductJournal of Heterocyclic Chemistry
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4 H ‐3,1‐Benzoxathiine aus Benzothiet und Carbonylverbindungen

1990

4H-3,1-Benzoxathiines from Benzothiete and Carbonyl Compounds The o-quinoid 8-π electron system 2, generated by thermal ring opening of benzothiete (1) undergoes [8π + 2π] cycloaddition reactions with electron-deficient carbonyl compounds 3. In accordance with the frontier orbital theory, 4H-3,1-benzoxathiines (4) are obtained in a regioselective manner.

Inorganic ChemistryBicyclic moleculeStereochemistryChemistryRegioselectivityThermal reactionElectron systemRing (chemistry)Medicinal chemistryCycloadditionChemische Berichte
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