Diels-Alder reaction of cyclopentadienone acetal with pyrrole and indole

Sota Sato, Tomoko Fujino, Hiroyuki Isobe, Eiichi Nakamura

    Research output: Contribution to journalArticlepeer-review

    6 Citations (Scopus)


    Diels-Alder reactions of a cyclopentadienone acetal with aromatic heterocycles, such as pyrrole or indole, took place with the latter acting as a 2π dienophile. The reaction gave a polycyclic heterocycle in good yield regioselectively. Analysis of the frontier molecular orbitals showed that inverse electron demand interactions control the regioselectivity.

    Original languageEnglish
    Pages (from-to)1288-1292
    Number of pages5
    JournalBulletin of the Chemical Society of Japan
    Issue number8
    Publication statusPublished - 2006 Nov 10

    ASJC Scopus subject areas

    • Chemistry(all)


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