Efficient Synthesis of 3-(Arenesulfinyl)indoles in Water

The first example of the sulfinylation of indoles with arylsulfinamides in water in the presence of trifluoroacetic acid as a promoter is described. The reaction occurs smoothly at room temperature under environmentally benign conditions without any catalyst, additive, ligand, or organic solvent. Th...

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Bibliographic Details
Published inRussian journal of organic chemistry Vol. 57; no. 5; pp. 831 - 841
Main Authors Liu, Y., Zhang, Z. Y., Ji, Y. Z., Li, H. J., Wu, Y. C.
Format Journal Article
LanguageEnglish
Published Moscow Pleiades Publishing 01.05.2021
Springer Nature
Springer Nature B.V
Subjects
Chemistry
Chemistry and Materials Science
Chemistry, Organic
Indoles
Organic Chemistry
Physical Sciences
Room temperature
Science & Technology
Solvents
Sulfoxides
sulfinylation reaction
indoles
trifluoroacetic acid
water
SULFOXIDES
CATALYSIS
ASYMMETRIC-SYNTHESIS
SULFIDES
ACIDS
SULFINYLATION
AEROBIC OXIDATION
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Summary:The first example of the sulfinylation of indoles with arylsulfinamides in water in the presence of trifluoroacetic acid as a promoter is described. The reaction occurs smoothly at room temperature under environmentally benign conditions without any catalyst, additive, ligand, or organic solvent. The developed sulfoxide synthetic protocol is attractive due to the use of water as the solvent and provides a novel and efficient route to a wide range of functionalized diaryl sulfoxides.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428021050109