An efficient and facile synthesis of divergent C-3/C-5 bis-functionalized 2-oxindoles from 5-formyl-Morita-Baylis-Hillman adducts of oxindole

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作者
KODIRAJAN SELVAKUMAR
KANDAPALAM ARUN PRASATH LINGAM
RAMA VARMA LUXMI VARMA
POOVAN SHANMUGAVELAN
机构
[1] Thiagarajar College,Department of Chemistry
[2] Kamaraj College,Department of Chemistry
[3] National Institute for Interdisciplinary Science and Technology,Chemical Sciences and Technology Division
[4] Tamilnadu Open University,Department of Chemistry, School of Science
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Bis-MBH adduct; Oxindole; Nucleophilic substitution; Tri-substituted olefins; bis-pyrazole.;
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摘要
An efficient and facile synthesis of divergent C-3/C-5 bis-functionalized 2-oxindole derivatives has been achieved from 3,5-bis-Morita-Baylis-Hillman (MBH) adducts of oxindole via nucleophilic substitution reaction for the first time. Wider scope of substrate and rate acceleration has been observed in second MBH reaction under typical reaction condition. The synthetic usefulness of bi-functionalized bis-allyl derivative has been demonstrated by the synthesis of potent bis-pyrazole via [3 + 2]-annulation strategy.
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页码:1417 / 1426
页数:9
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