516414
1-(Phenylsulfonyl)-3-indolecarboxaldehyde
97%
Synonym(s):
1-(Benzenesulfonyl)indole-3-carboxaldehyde, 1-(Phenylsulfonyl)-3-formylindole, NSC 628191
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About This Item
Empirical Formula (Hill Notation):
C15H11NO3S
CAS Number:
Molecular Weight:
285.32
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
InChI
1S/C15H11NO3S/c17-11-12-10-16(15-9-5-4-8-14(12)15)20(18,19)13-6-2-1-3-7-13/h1-11H
SMILES string
[H]C(=O)c1cn(c2ccccc12)S(=O)(=O)c3ccccc3
InChI key
ZLARITBCJILRBL-UHFFFAOYSA-N
assay
97%
form
solid
mp
157-161 °C (lit.)
Application
Reactant for:
Reactant for preparation of:
- Peterson olefination
Reactant for preparation of:
- Antifungal agents
- Potential topoisomerase II inhibitors
- Anti-inflammatory, analgesic and anticonvulsant agents
- Bacteriorhodopsin analogs
- Antitumor agents
- Antitubercular agents
- Inhibitors of human dUTPase and UNG2
- Uracil DNA glycosylase inhibitor
- Anti-HIV and anti-tumor β-carbolines
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Ming-Zhi Zhang et al.
European journal of medicinal chemistry, 53, 283-291 (2012-05-09)
A simple and efficient synthetic protocol for 5-(3-indolyl)-oxazoles has been developed and further used to synthesize a series of novel analogues of natural product pimprinine. All new compounds were identified by (1)H NMR, high resolution mass spectrometry, and the structures
Bo Cheng et al.
Organic letters, 12(16), 3622-3625 (2010-08-14)
A concise synthesis of (+/-)-pseudotabersonine from commercially available 1-(phenylsulfonyl)-3-indolecarboxaldehyde has been accomplished. This synthesis features the convergent assembly of a key intermediate via a stepwise variant of a Mannich-type multicomponent coupling process, a double ring-closing metathesis, and a one-pot deprotection/cyclization
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