83400-76-4

Upstream product

• 40899-71-6 1-benzenesulfonylindole 
• 58836-98-9 1-benzenesulphonyl-2,3-dihydroindole-2,3-dione 
• 91-56-5 indole-2,3-dione 
• 98-09-9 benzenesulfonyl chloride 
• 551-93-9 2-aminoacetophenone 
• 129271-99-4 1-<(2-phenylsulfonamido)phenyl>ethanone 
• 120-72-9 indole 
• 80360-17-4 1-(phenylsulfonyl)-3-(trimethylsilyl)indole 
• 129272-00-0 2-bromo-1-<(2-phenylsulfonamido)phenyl>ethanone 
• 99655-68-2 3-bromo-1-phenylsulfonyl indole 
• 80360-20-9 1-(phenylsulfonyl)indole-3-carbaldehyde 

Downstream Products

• 143466-26-6 1-Benzenesulfonyl-2-(2,4-dimethoxy-phenyl)-1,2-dihydro-indol-3-one 

Relevant academic research and scientific papers

Construction of Oxepino[3,2-b]indoles via [4+3] Annulation of 2-Ylideneoxindoles with Crotonate-Derived Sulfur Ylides

A [4+3] annulation of 2-ylideneoxindoles with crotonate-derived sulfur ylides has been developed. A series of oxepino[3,2-b]indoles were prepared in moderate to excellent yields (62-93%) under mild conditions. Moreover, the synthetic oxepino[3,2-b] indoles can be further transformed into more complex cyclopropa[5,6]oxepino[3,2-b]indoles via a [2+1] cyclopropanation. In addition, the synthetic compounds show certain antiproliferative activity against K562 and MCF-7 cells, and its IC50 values for these two kinds of tumor cells up to 5.40±0.88 μM and 18.41±0.50 μM, respectively. (Figure presented.).

B(C6F5)3-Catalyzed Highly Chemoselective Reduction of Isatins: Synthesis of Indolin-3-ones and Indolines

A chemo- and site-selective reduction reaction of isatin derivatives using catalyst B(C6F5)3 and hydrosilanes is described. This transformation is operationally simple, proceeds under mild conditions, and is resistant to various functional groups. Thus, this efficient reaction using a combination of B(C6F5)3 and BnMe2SiH or B(C6F5)3 and Et2SiH2 could potentially be utilized to produce various indolin-3-ones and indolines, without the need for multistep procedures and metal catalysis conditions.

Asymmetric Construction of 4 H-Pyrano[3,2-b]indoles via Cinchonine-Catalyzed 1,4-Addition of 2-Ylideneoxindole with Malononitrile

A highly enantioselective [4 + 2] annulation of 2-ylideneoxindole with malononitrile has been accomplished by cinchonine catalysis under mild conditions. The corresponding enantiomerically enriched 4H-pyrano[3,2-b]indoles were generated in moderate to hig

Highly diastereoselective synthesis of cyclopropane-fused spiro-pseudoindoxyl derivatives through [2 + 1] annulation of 2-ylideneoxindoles and sulfonium bromides

Compared with the intensively studied C3 spirooxindoles, limited reliable approaches are reported for synthesizing structurally analogous C2-spiropseudoindoxyl derivatives. Here, we developed an efficient method for highly diastereoselective synthesis of

A biomolecule-compatible visible-light-induced azide reduction from a DNA-encoded reaction-discovery system

Using a system that accelerates the serendipitous discovery of new reactions by evaluating hundreds of DNA-encoded substrate combinations in a single experiment, we explored a broad range of reaction conditions for new bond-forming reactions. We discovered reactivity that led to a biomolecule-compatible, Ru(II)-catalysed azide-reduction reaction induced by visible light. In contrast to current azide-reduction methods, this reaction is highly chemoselective and is compatible with alcohols, phenols, acids, alkenes, alkynes, aldehydes, alkyl halides, alkyl mesylates and disulfides. The remarkable functional group compatibility and mild conditions of the reaction enabled the azide reduction of nucleic acid and oligosaccharide substrates, with no detectable occurrence of side reactions. The reaction was also performed in the presence of a protein enzyme without the loss of enzymatic activity, in contrast to two commonly used azide-reduction methods. The visible-light dependence of this reaction provides a means of photouncaging functional groups, such as amines and carboxylates, on biological macromolecules without using ultraviolet irradiation.

A convenient synthesis of 1,2-dihydro-3H-indol-3-ones and 1,2-dihydro-2H-indol-2-ones by Baeyer-Villiger oxidation

The Baeyer-Villiger rearrangement of substituted 1H-indole-3-carbaldehydes afforded the corresponding substituted 1,2-dihydro-3H-indol-3-ones. The influence of 3-carbonyl and 1-protecting groups has been examined. Reaction has been extended to 1H-indole-2-carbaldehydes and used for synthesis of 1-(phenylsulfonyl)-1H-indol-2-yl trifluoromethanesulfonate.

SYNTHESIS OF 1-(PHENYLSULFONYL)INDOL-3-YL TRIFLUOROMETHANESULFONATE

The synthesis of the potentially useful intermediate 1-(phenylsulfonyl)indol-3-yl trifluoromethanesulfonate (triflate) (1), via several approaches to the corresponding indoxyl 6, is decsribed.Of these, the direct oxidation of 1-(phenylsulfonyl)indole (2)