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Direct carbocyclizations of benzoic acids: Catalyst-controlled synthesis of cyclic ketones and the development of tandem aHH (acyl Heck-Heck) reactions

The formation of exo-methylene indanones and indenones from simple ortho-allyl benzoic acid derivatives has been developed. Selective formation of the indanone or indenone products in these reactions is controlled by choice of ancillary ligand. This new process has a low environmental footprint as the products are formed in high yields using low catalyst loadings, while the only stoichiometric chemical waste generated from the reactants in the transformation is acetic acid. The conversion of the active cyclization catalyst into the Hermman-Beller palladacycle was exploited in a one-pot tandem acyl Heck-Heck (aHH) reaction, and utilized in the synthesis of donepezil. Carboxylic acids in aHH: Simple ortho-allyl benzoic acid derivatives have been utilized in an acyl Heck (aH) reaction to selectively form indanones and indenones. The conversion of the active cyclization catalyst into the Hermman-Beller palladacycle was exploited in a one-pot tandem acyl Heck-Heck (aHH) reaction to form two sp 2-sp2 bonds of (E)-trisubstituted olefins.

Reference£º
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

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 3770-50-1, name is Ethyl indole-2-carboxylate, introducing its new discovery. Safety of Ethyl indole-2-carboxylate

Synthesis, biological evaluation and molecular docking studies of 2-amino-3,4,5-trimethoxyaroylindole derivatives as novel anticancer agents

A series of novel 2-amino-3,4,5 trimethoxyaroylindole derivatives was synthesized and evaluated against selected human cancer cell lines of breast (MCF-7) and colon (HT-29). Introduction of an amino group at the C-2 position on ring A of 3,4,5-trimethoxyaroylindole derivatives resulted in novel compounds, i.e., 2-amino-3,4,5-trimethoxyaroylindole derivatives exhibiting excellent cytotoxic activity against human cancer cell lines. Substitution with methoxy group at R6 in 2-amino-3,4,5-trimethoxyaroylindole 5d exhibited excellent cytotoxic activity against MCF-7 (0.013 muM) and colon HT-29 (0.143 muM) indicating slightly higher potency than Combretastatin A-4. Molecular modeling studies of 2-amino-3,4,5-trimethoxyaroylindole derivatives have similar structural alignment as colchicine in protein (PDB code: 1SA0) and exhibited hydrogen bond interaction between para position of 3,4,5-trimethoxyphenyl ring with CYS 241 and N-H molecule of indole ring with Val 315 of receptor molecule.

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Synthetic Route of 3770-50-1, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.3770-50-1, Name is Ethyl indole-2-carboxylate, molecular formula is C11H11NO2. In a Article£¬once mentioned of 3770-50-1

Synthesis and biological activity of N-(aminoiminomethyl)-1H-indole carboxamide derivatives as Na+/H+ exchanger inhibitors

A series of N-(aminoiminomethyl)-1H-indole carboxamide derivatives were synthesized and their inhibitory potencies against the Na+/H+ exchanger were measured. Variation of the carbonylguanidine group at the 2- to 7- position of the indole ring system showed that a substitution at the 2- position improved the Na+/H+ exchanger inhibitory activity the most in vitro. This led to the synthesis and evaluation of an extensive series of N- (aminoiminomethyl)-1H-indole-2-carboxamide derivatives. Derivatives having an alkyl or substituted alkyl group at the 1-position of the indole ring system showed higher levels of in vitro activities. N-(aminoiminomethyl)-1-(2- phenylethyl)-1H-indole-2-carboxamide (49) had the strongest activity.

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Ligand-free copper-catalyzed one-pot synthesis of indole-2-carboxylic esters

A simple, efficient, and facile synthetic route for the preparation of indole-2-carboxylic esters was described. The cascade reactions of 2-bromobenzaldehyde and glycine ester hydrochloride were promoted by Cu 2O and a base to provide the corresponding products in good yields. Commercially available, inexpensive substrates and reagents were employed under mild reaction conditions in this one-pot operation, which is complementary to existing methods for access to 2-substituted indoles. A simple, efficient, and facile synthetic route to indole-2-carboxylic esters through copper-catalyzed one-pot cascade reactions of commercially available, inexpensive 2-bromobenzaldehyde and glycine ester hydrochloride without the use of any external ligand under mild conditions is reported. Copyright

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Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. I hope my blog about is helpful to your research. 3770-50-1

Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels.In a patent£¬Which mentioned a new discovery about 3770-50-1, molcular formula is C11H11NO2, introducing its new discovery. , 3770-50-1

BENZIMIDAZOLE OR INDOLE AMIDES AS INHIBITORS OF PIN1

The invention relates to compounds of the formula (1) and to pharmaceutically acceptable salts and solvates thereof, wherein the variables are defined herein. The invention also relates to methods of treating abnormal cell growth in mammals by administering the compounds of formula (1) and to pharmaceutical compositions for treating such disorders that contain the compounds of formula (1). The invention also relates to methods of preparing the compounds of formula (1).

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3770-50-1. Name is Ethyl indole-2-carboxylate, belongs to indole-building-block compound, is a common compound. In an article, authors is Atwal, Karnail S., once mentioned the new application about 3770-50-1.

Cardioselective Anti-Ischemic ATP-Sensitive Potassium Channel Openers. 3. Structure-Activity Studies on Benzopyranyl Cyanoguanidines: Modification of the Cyanoguanidine Portion

Structure-activity relationships for the cyanoguanidine portion of the lead cardiac selective ATP-sensitive potassium channel (KATP) opener (3) are described.The cyanoguanidine moiety appears to be optimal since increasing or decreasing the distance between the aniline nitrogen and the pedant aromatic ring attenuates anti-ischemic potency/selectivity.Similarly, unfavorable results are obtained by replacement of the aniline nitrogen with other linkers (CH2, S, O).Replacement of the phenyl ring with a methyl group diminishes cardiac selectivity.Constraining the urea moiety into a benzimidazolone or imidazolone ring retains anti-ischemic potency with significant improvement the cardiac selectivity.As shown by the ratio of vasorelaxant and anti-ischemic potencies, the cardiac selectivity in vitro varies over 3 orders of magnitude.These data are in agreement with previous results indicating that distinct structure-activity relationships exist for the anti-ischemic and vasorelaxant activities.Since the anti-ischemic effects of this series of compounds are abolished by pretratment with structurally different KATP blockers (glyburide, sodium 5-hydroxydecanoate, meclofenamic acid), the mechanism for the anti-ischemic actions of these compounds still appears to involve the opening of KATP.

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3770-50-1, Ethyl indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of ethyl 1H-indole-2-carboxylate (2 mmol) in dry DMF (10 mL) was added NBS (2 mmol). The resulting mixture was stirred at room temperature under nitrogen gas for 12 h. Crushed ice was added into the reaction mixture. White precipitate appeared was collected under vacuum suction, washed with cold water, dried, and re-crystallized from ethanol to get pure product (1) (0.49 g, 90%); mp146-148 C; FTIR (KBr, cm-1) numax: 3377, 3297, 1686,1573, 1515, 740, 642; 1H NMR (400 MHz, CDCl3): delta =9.28 (s, 1H, NH), 7.67 (m, 1H, Ar-H), 7.40 (m, 2H, Ar-H),7.25 (m, 1H, Ar-H), 4.49 (q, J = 7.12 Hz, 2H,COOCH2CH3), 1.47 (t, J = 7.08 Hz, 3H, COOCH2CH3); 13C NMR (100MHz, CDCl3): delta = 161.16 (C,COOCH2CH3), 135.41 (C, C-2), 128.01 (C, C-7a), 126.57(CH, C-4), 121.47 (CH, C-5), 121.33 (CH, C-6), 112.06 (CH, C-7), 98.31 (C-Br, C-3), 61.54 (CH2, COOCH2CH3),14.36 (CH3, COOCH2CH3); ESI-MS (m/z): [M+Na]+Calcd for C11H10BrNO2: 266.98; Found: 289.98., 3770-50-1

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Reference£º
Article; Singh, Amanjot; Verma, Raman K.; Kuhad, Anurag; Mall, Rajiv; Medicinal Chemistry Research; vol. 26; 4; (2017); p. 745 – 759;,
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