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Sadovoy, A. V.; Golubeva, G. A.; Насакин, О. Е.

doi:10.1023/a:1013292019317

Cited by 6 publications

(5 citation statements)

References 2 publications

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“…Therefore, we propose that the carboxylic acid group generated from the hydrolysis of the trifluoromethyl group can be decarboxylated to form compound 6C (Scheme 4). 21,22…”

Section: Resultsmentioning

confidence: 99%

“…The lack of any 19 F NMR resonance suggested that the fluoride anion was removed in the aqueous layer during extraction. Therefore, we propose that the carboxylic acid group generated from the hydrolysis of the trifluoromethyl group can be decarboxylated to form compound 6C (Scheme ). − …”

Section: Resultsmentioning

confidence: 99%

“…Therefore, we propose that the carboxylic acid group generated from the hydrolysis of the trifluoromethyl group can be decarboxylated to form compound 6C (Scheme 4). [22][23] Photochromic studies demonstrated that 6C can be converted to 6E (E-form due to IUPAC priority rules), but the reverse reaction was not observed (Scheme 4). Previously reported indolylfulgides substituted at the 3-position on the indole and having hydrogen at the bridging position were initially obtained in their E-form and also could not be converted to the C-form.…”

Section: Resultsmentioning

confidence: 99%

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Synthesis and Optical Properties of Aqueous Soluble Indolylfulgimides

et al. 2009

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Three novel aqueous soluble fulgimides, trifluoromethyl carboxylic acid indolylfulgimide 4, dicarboxylic acid indolylfulgimide 5, and carboxylic acid indolylfulgimide 6, were synthesized. Both 4 and 5 can switch back and forth between open and closed forms upon illumination with specific wavelengths of light, while 6 can only switch from the closed form to the open form. In sodium phosphate buffer (pH 7.4) at 37 °C, an unusual hydrolysis of the trifluoromethyl group of the closed form of 4 resulted in 5 which has an additional carboxylic acid group. The closed form of 5 was further decarboxylated to generate 6 which was not photochromic. In buffer, the open form of 4 degraded 20% after 10 days while the closed form of 4 was converted to 5 rapidly. In buffer, both leeswj@fiu.edu. Supporting Information Available: 1 H and 13 C NMR spectra of compounds 4, 5 and 6. This material is available free of charge via the Internet at

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“…Therefore, we propose that the carboxylic acid group generated from the hydrolysis of the trifluoromethyl group can be decarboxylated to form compound 6C (Scheme 4). 21,22…”

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Synthesis and Optical Properties of Aqueous Soluble Indolylfulgimides

et al. 2009

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“…Heating 2‐aminoindoles 33a , 33b with compound 2 afforded tetrasubstituted nitrile compounds 34a , 34c (Scheme ) . On reacting the compounds 34a , 34c in an acidic medium for 10–60 min, the expected 3‐dicyanomethylene‐2‐iminoindolines 35a , 35b were formed (Scheme ) in good yield, whereas on reacting compounds 34a , 34c with 2 catalyzed by a few drops of trimethylamine, the corresponding indolopyridines 36a , 36b were formed, also in good yields (Scheme ) .…”

Section: Reaction Of Nucleophilic‐substituted Heterocyclic Compounds mentioning

confidence: 99%

1,4‐Dioxo‐1,4‐dihydronaphthalene‐2,3‐dicarbonitrile and 1,1,2,2‐Tetracyanoethene in Heterocyclization

Aly

2014

Journal of Heterocyclic Chem

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“…Recently, the 2-amino-3-cyanoindole derivative was identified as a selective estrogen ligand β-isoform for various diseases associated with an estrogen receptor . Interestingly, these derivatives were also used as precursors for the synthesis of fused N-rich heterocycles . In literature, few methods are reported for the synthesis of 2-amino-3-cyanoindoles. − Generally, the reported methods of these compounds involve stepwise transformations of o -halonitrobenzene or o -haloaniline precursors .…”

Section: Introductionmentioning

confidence: 99%

Copper Catalyzed Intramolecular N-Arylation of Ketene Aminals at Room Temperature: Synthesis of 2-Amino-3-cyanoindoles

2018

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Various 2-amino-3-cyanoindoles are synthesized through copper catalyzed intramolecular N-arylations of ketene aminals at room temperature for the first time with 60-99% yields within 0.1-2 h. Controlled regioselective N-arylations of unsymmetrical ketene aminals are also studied. Further, a new double heteroannulation approach is demonstrated for the synthesis of 11-aminoindolo[2,3- b]quinolines from acyclic and nonheterocyclic precursors.

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Untitled

Cited by 6 publications

References 2 publications

Synthesis and Optical Properties of Aqueous Soluble Indolylfulgimides

Synthesis and Optical Properties of Aqueous Soluble Indolylfulgimides

1,4‐Dioxo‐1,4‐dihydronaphthalene‐2,3‐dicarbonitrile and 1,1,2,2‐Tetracyanoethene in Heterocyclization

Copper Catalyzed Intramolecular N-Arylation of Ketene Aminals at Room Temperature: Synthesis of 2-Amino-3-cyanoindoles

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