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Synthesis and Activation of Bench-Stable 3a-Fluoropyrroloindolines as Latent Electrophiles for the Synthesis of C-2-Thiol-Substituted Tryptophans and C-3a-Substituted Pyrroloindolines
- Source :
- Organic letters. 21(20)
- Publication Year :
- 2019
-
Abstract
- Indole dearomatization of tryptophan represents a key approach in the synthesis of indole containing alkaloids. Although the reactivity of C-3a-bromo-, 3a-iodo-, and 3a-chloropyrroloindolines has been explored, the utility and reactivity of C-3a-fluoropyrroloindolines has remained untapped. Here we induce the C-F bond to undergo a S
- Subjects :
- chemistry.chemical_classification
Indole test
010405 organic chemistry
Stereochemistry
Organic Chemistry
Tryptophan
010402 general chemistry
01 natural sciences
Biochemistry
0104 chemical sciences
3. Good health
chemistry
Electrophile
Thiol
Reactivity (chemistry)
Physical and Theoretical Chemistry
Subjects
Details
- ISSN :
- 15237052
- Volume :
- 21
- Issue :
- 20
- Database :
- OpenAIRE
- Journal :
- Organic letters
- Accession number :
- edsair.doi.dedup.....c5b57643cceeec9e93430c9758162d9b