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[4+2]-Cycloaddition of sterically hindered thiophene S-oxides to alkenes and SO extrusion reactions of the cycloadducts

    Research output: Contribution to journalArticle

    Abstract

    Cycloaddition reactions of 2,5-di-tert-butylthiophene S-oxide and 2,3,4,5-tetrakis(p-tolyl)thiophene S-oxide with alkenes are described. The reactivity of 2,5-di-tert-butylthiophene S-oxide as diene in Diels–Alder reactions is compared with 2,5-di-tert-butylthiophene S,S-dioxide. The thermal and photochemical SO extrusion reactions of the cycloadducts under formation of highly substitutedaromatic compounds are exemplified.
    Original languageEnglish
    Pages (from-to)876-884
    JournalPhosphorus, Sulfur, and Silicon and the Related Elements
    Volume191
    Issue number6
    DOIs
    Publication statusPublished - 2016

    Keywords

    • Thiophene S
    • S-dioxide
    • thiophene S-oxide
    • cycloaddition
    • SO extrusion

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