Category: 320734-35-8

Asymmetric [3 + 3] Annulation to Construct Trifluoromethylated Pyrazolo[3,4-b]pyridin-6-ones via Chiral Phosphoric Acid and MgSO₄ Synergistic Catalysis was written by Woldegiorgis, Alemayehu Gashaw;Han, Zhao;Lin, Xufeng. And the article was included in Organic Letters in 2022.Application of 320734-35-8 This article mentions the following:

A novel asym. Friedel-Crafts alkylation/transamidation tandem reaction for the enantio- and diastereoselective synthesis of pyrazolo[3,4-b]pyridin-6-ones I (R = H, Me, Cl; R¹ = H, OMe, Br, Cl, F; R² = H, Me, Br, F; R³ = H, Br; R⁴ = Boc, Cbz; R⁵ = H, Et, i-Pr; R⁶ = Ph, 3-bromophenyl, 1H-benzo[d]imidazol-2-yl, etc.; R⁷ = Me, Et, i-Pr, Ph) bearing a -CF₃ unit via synergistic chiral phosphoric acid and MgSO₄ catalysis was developed. This [3 + 3] annulation protocol allows the formation of trifluoromethylated pyrazolo[3,4-b]pyridin-6-ones I with two adjacent tertiary stereocenters in moderate to high yields (up to 90%), enantioselectivities (up to 97% ee), and diastereoselectivities (up to >20:1 dr). In the experiment, the researchers used many compounds, for example, 7-Bromooxindole (cas: 320734-35-8Application of 320734-35-8).

7-Bromooxindole (cas: 320734-35-8) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Application of 320734-35-8

Referemce:
Indole alkaloid derivatives as building blocks of natural products from鑱紹acillus thuringiensis鑱絘nd鑱紹acillus velezensis鑱絘nd their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On the antioxidant activity of ortho- and meta-substituted indolin-2-one derivatives was written by Najafi, Meysam. And the article was included in Monatshefte fuer Chemie in 2014.Computed Properties of C8H6BrNO This article mentions the following:

The antioxidant activity of ortho- and meta-substituted indolin-2-one derivatives was investigated in the gas phase and water. The reaction enthalpies of the individual steps of three antioxidant mechanisms of the studied derivatives were calculated and compared with the corresponding values of indolin-2-one. The results show that electron-withdrawing substituents increase the bond dissociation enthalpy and ionization potential, whereas electron-donating substituents increase the proton affinity. The indolin-2-one derivatives with the lowest bond dissociation enthalpy, ionization potential, and proton affinity values were identified as the compounds with high antioxidant activity. The results show that indolin-2-one derivatives with substituents in the ortho position are promising potential novel antioxidants. The results also show that the protective role of indolin-2-one derivatives occurs via hydrogen atom transfer and a sequential proton loss electron transfer mechanism in the gas phase and water, resp. The calculated reaction enthalpies of the substituted indolin-2-ones are linearly dependent on the Hammett constants and E_HOMO such that the latter can be utilized in the selection of suitable substituents for the synthesis of novel antioxidants based on indolin-2-one. In the experiment, the researchers used many compounds, for example, 7-Bromooxindole (cas: 320734-35-8Computed Properties of C8H6BrNO).

7-Bromooxindole (cas: 320734-35-8) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Computed Properties of C8H6BrNO

Referemce:
Indole alkaloid derivatives as building blocks of natural products from鑱紹acillus thuringiensis鑱絘nd鑱紹acillus velezensis鑱絘nd their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Asymmetric [3 + 3] Annulation to Construct Trifluoromethylated Pyrazolo[3,4-b]pyridin-6-ones via Chiral Phosphoric Acid and MgSO₄ Synergistic Catalysis was written by Woldegiorgis, Alemayehu Gashaw;Han, Zhao;Lin, Xufeng. And the article was included in Organic Letters in 2022.Application of 320734-35-8 This article mentions the following:

A novel asym. Friedel-Crafts alkylation/transamidation tandem reaction for the enantio- and diastereoselective synthesis of pyrazolo[3,4-b]pyridin-6-ones I (R = H, Me, Cl; R¹ = H, OMe, Br, Cl, F; R² = H, Me, Br, F; R³ = H, Br; R⁴ = Boc, Cbz; R⁵ = H, Et, i-Pr; R⁶ = Ph, 3-bromophenyl, 1H-benzo[d]imidazol-2-yl, etc.; R⁷ = Me, Et, i-Pr, Ph) bearing a -CF₃ unit via synergistic chiral phosphoric acid and MgSO₄ catalysis was developed. This [3 + 3] annulation protocol allows the formation of trifluoromethylated pyrazolo[3,4-b]pyridin-6-ones I with two adjacent tertiary stereocenters in moderate to high yields (up to 90%), enantioselectivities (up to 97% ee), and diastereoselectivities (up to >20:1 dr). In the experiment, the researchers used many compounds, for example, 7-Bromooxindole (cas: 320734-35-8Application of 320734-35-8).

7-Bromooxindole (cas: 320734-35-8) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Application of 320734-35-8

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles