SYNTHESIS OF 1, 2-DIHYDRO-2-ALLYLINDOL-3-ONES USING IN SITU CLAISEN REARRANGEMENT OF 1, 2-DIHYDROINDOL-3-ONES WITH ALLYL ALCOHOLS

Thermal treatment of 1, 2-dihydroindol-3-ones (2) with allyl alcohols (3) in the presence of camphorsulfonic acid and magnesium sulfate advances a sequence of condensation and Claisen rearrangement to give 1, 2-dihydro-2-allylindol-3-ones (6) including 2-(1, 1-dimethylallyl) derivatives (1).

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1994/09/15, Vol.42(9), pp.1974-1976
Hauptverfasser: KAWASAKI, Tomomi, MASUDA, Kouhei, BABA, Yasutaka, TAKADA, Kana, SAKAMOTO, Masanori
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Sprache:eng
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Zusammenfassung:Thermal treatment of 1, 2-dihydroindol-3-ones (2) with allyl alcohols (3) in the presence of camphorsulfonic acid and magnesium sulfate advances a sequence of condensation and Claisen rearrangement to give 1, 2-dihydro-2-allylindol-3-ones (6) including 2-(1, 1-dimethylallyl) derivatives (1).
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.42.1974