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RESEARCH PRODUCT
Cycloadditionen von 2H ‐Benzo[ b ]thiet und Verbindungen mit kumulierten Doppelbindungen
Herbert MeierHans‐peter NiedermannDieter Gröschlsubject
Inorganic Chemistrychemistry.chemical_classificationchemistry.chemical_compoundDouble bondchemistryBicyclic moleculeStereochemistryAlleneImineKeteneRegioselectivityRing (chemistry)Cycloadditiondescription
Cycloaddition Reactions of 2H-Benzo[b]thiete and Compounds with Cumulated Double Bonds o-Thiobenzoquinone methide (2), generated by thermal ring opening of 2H-benzo[b]thiete (1), reacts with allene 3, ketene imine 7, the carbodiimides 9a-c, and the N-sulfinylamines 11a-c in highly specific [8π + 2π] cycloaddition processes to form novel types of heterocyclic systems 4, 8, 10a-c, and 12a-c with exocyclic double bonds. The 1:1 adduct 4 can add a further molecule of allene to yield the spiro compounds 5 and 6.
year | journal | country | edition | language |
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1994-05-01 | Chemische Berichte |