Carbohydrate-based tolylsulfonyl hydrazines: Effective catalysts for Michael addition of indoles to electron-deficient olefins in water

Carbohydrate-based tolylsulfonyl hydrazines were used for the first time to catalyze the Michael reaction of indoles to electron-deficient olefins in aqueous media to afford 3-substituted indole derivatives in good to excellent yields at room temperature.

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Bibliographic Details
Published inSynlett no. 8; pp. 1193 - 1198
Main Authors Wu, Peng, Wan, Yiqian, Cai, Jiwen
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 05.05.2008
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ACID
PYRROLE
AQUEOUS-MEDIA
ORGANIC-REACTIONS
HAPALOSIPHON-FONTINALIS
ALDOL REACTIONS
Michael addition of indole
water
HAPALINDOLES
carbohydrate-based tolylsulfonyl hydrazines
catalyst
MANNICH REACTIONS
ENONES
DERIVATIVES
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Summary:Carbohydrate-based tolylsulfonyl hydrazines were used for the first time to catalyze the Michael reaction of indoles to electron-deficient olefins in aqueous media to afford 3-substituted indole derivatives in good to excellent yields at room temperature.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2008-1072735