Indole Building Blocks

On October 11, 2017, Liu, Huan; Chen, Jian-Gang; Wang, Chao; Liu, Zhao-Tie; Li, Yang; Liu, Zhong-Wen; Xiao, Jianliang; Lu, Jian published an article.Product Details of 52537-00-5 The title of the article was Immobilization of Cyclometalated Iridium Complex onto Multiwalled Carbon Nanotubes for Dehydrogenation of Indolines in Aqueous Solution. And the article contained the following:

Increasing concerns about the potentially neg. impacts of chem. production on sustainable development of the overall environment have spurred numerous attempts to seek greener reaction mediums, recyclable catalysts, and high-efficiency procedures. Herein, a cyclometalated Ir complex with a pyrene tag was successfully immobilized onto multiwalled carbon nanotubes via π-π stacking interactions, through which an easily reusable Ir catalyst was constructed. The immobilization process was effectively monitored by using a fluorescence spectroscopy technique, and the immobilized Ir catalyst was well characterized and evaluated. It is found that the immobilized Ir catalyst exerts activity comparable to that of the corresponding homogeneous Ir catalyst for the dehydrogenation of indolines in an aqueous solution More importantly, the catalyst could be recycled seven times without obvious loss of the Ir-active center and noticeable decrease in the yield of the targeted product. Addnl., the observed slight deactivation of the catalyst during the recycle is also discussed. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Product Details of 52537-00-5

The Article related to indoline cyclometalated carbon nanotube immobilized iridium complex dehydrogenation catalyst, indole preparation green chem, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Product Details of 52537-00-5

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

On March 26, 2007, Chen, Yihui; Shibata, Masayuki; Rajeswaran, Manju; Srikrishnan, Thamarapu; Dugar, Sundeep; Pandey, Ravindra K. published an article.HPLC of Formula: 256935-86-1 The title of the article was Utility of Japp-Klingemann reaction for the preparation of 5-carboxy-6-chloroindole via Fischer indole protocol. And the article contained the following:

5-Carboxy-6-chloroindole, a precursor for p38 kinase inhibitor, was prepared from 4-amino-2-chloro-3-iodobenzoic acid by following the Japp-Klingemann synthetic approach. The structures of the key intermediates were also confirmed by X-ray analyses. Computational anal. was helpful in understanding the importance of the substituents at the cyclization step of the synthesis. The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).HPLC of Formula: 256935-86-1

The Article related to carboxychloroindole preparation japp klingemann reaction, indolecarboxylic acid chloro preparation japp klingemann reaction, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.HPLC of Formula: 256935-86-1

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

On October 14, 2004, Nobayashi, Eiji; Fujii, Katsuhiro published a patent.Category: indole-building-block The title of the patent was Preparation of high-purity indolecarboxylic acids from their esters. And the patent contained the following:

Title carboxylic acids are prepared by hydrolysis of their esters I [R1-R6 = H, halo, alkyl, acyl(oxy), alkoxy, aryl, NO2, cyano, etc.; ≥1 of R1-R6 = carboxylic acid ester residue; R7 = H, C1-4 alkyl] with alkali metal hydroxides in nonpolar solvents, H2O, and alcs. Thus, Et 1-methylindole-2-carboxylate was treated with 4.8% aqueous NaOH at 55-59° in MePh and MeOH for 3 h, the organic phase removed, and acidified to give 95% 1-methylindole-2-carboxylic acid with 99.0% purity. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Category: indole-building-block

The Article related to indolecarboxylic acid preparation solvent nonpolar alc water, toluene methanol water solvent hydrolysis indolecarboxylate ester, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Category: indole-building-block

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

On July 28, 2005, Baldwin, Ian Robert; Bamborough, Paul; Christopher, John Andrew; Kerns, Jeffrey K.; Longstaff, Timothy; Miller, David Drysdale published a patent.Name: Methyl 5-bromoindoline-7-carboxylate The title of the patent was Preparation of 7-indolecarboxamides as IKK2 kinase inhibitors for the treatment of such as inflammatory and tissue repair disorders. And the patent contained the following:

Title compounds I [wherein R1, R2 = H, halo, alkylene, alkenylene, (hetero)aryl, etc., and salts, solvates, or physiol. functional derivatives thereof] were prepared as IKK2 kinase inhibitors. For instance, Pd-catalyzed coupling of Boc-protected bromide II (preparation given) with phenylboronic acid followed by deprotection with HCl gave 7-indolecarboxamide III. Most invented compounds were found to have activity >4.8 in the IKK2 assay, in which the degree of phosphorylation of GST-IκBα was measured as a ratio of specific 665 nm energy transfer signal to reference europium 620 nm signal. Therefore, I and their pharmaceutical compositions are useful in the treatment and prevention of disease states mediated by IKK2 mechanisms, including inflammatory and tissue repair disorders. The experimental process involved the reaction of Methyl 5-bromoindoline-7-carboxylate(cas: 860624-88-0).Name: Methyl 5-bromoindoline-7-carboxylate

The Article related to indolecarboxamide preparation ikk2 kinase inhibitor, treatment inflammatory tissue repair disorder indolecarboxamide preparation, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Name: Methyl 5-bromoindoline-7-carboxylate

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

On February 15, 2012, Lin, Ning; Luo, Ren-shi; Chen, Miao-miao; Lu, Gui published an article.COA of Formula: C9H9NO2 The title of the article was Synthesis and characterization of two chiral indoline derivatives. And the article contained the following:

Two indoline carboxylic acid derivatives (S)-(1-methylindolin-2-yl)diphenylmethanol and (S)-2-(1-methylindolin-2-yl)-1,3-diphenylpropan-2-ol were synthesized from (S)-indoline-2-carboxylic acid, through the N-methylation, esterification and Grignard addition The total yields of the two products were 86.5% and 89.7% resp. The structures of product were confirmed by 1HNMR, 13CNMR and HRMS. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).COA of Formula: C9H9NO2

The Article related to chiral indolinecarboxylic acid methylation esterification addition, methylindolinyl diphenylmethanol diphenylpropanol preparation, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.COA of Formula: C9H9NO2

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

On November 30, 1977, Bergman, Jan; Carlsson, Rene; Sjoberg, Birger published an article.Safety of Methyl 2-methyl-1H-indole-3-carboxylate The title of the article was The reaction of indole and the indole Grignard reagent with phosgene. A facile synthesis of indole-3-carboxylic acid derivatives. And the article contained the following:

Indole-3-carboxylic and indole-3-glyoxylic acid derivatives were prepared from indoles or oxindoles and phosgene or oxalyl chloride. In this reaction, the indole Grignard reagent gave several products, including the cyclotetramers I (X = CO, COCO). Indolo-fused heterocycles were also prepared by this reaction. Thus, phosgene and 2-(2-hydroxyphenyl)-N-methylindole gave 5,6-dihydro-11-methyl-6-oxobenzo[a]pyrano[4,3-b]indole (II). The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Safety of Methyl 2-methyl-1H-indole-3-carboxylate

The Article related to indole reaction phosgene, oxindole reaction phosgene, oxalyl chloride reaction indole, grignard indole phosgene, benzopyranoindole, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Safety of Methyl 2-methyl-1H-indole-3-carboxylate

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

On July 12, 2022, Hou, Wei; Dong, Hewei published a patent.Category: indole-building-block The title of the patent was Green preparation method of off-DNA and on-DNA arylselenyl indole compounds and its applications. And the patent contained the following:

The present invention relates to the green preparation method of off-DNA and on-DNA arylselenyl indole compounds and its applications. In particular, preparation method comprises of indole compounds, benzisoselenazolone compounds and the Lewis acid are dissolved in a solvent, and the reaction is stirred for 1 to 12 h at -20 to 65°C, to obtain 3-arylselenoindole compounds I (wherein, R1 is selected from hydrogen, C1-C4 alkyl, C1-C4 haloalkyl, halogen, C1-C4 alkoxy, C1-C4 haloalkoxy, etc.; R2 is selected from hydrogen, C1-C4 alkyl, unsubstituted or halogenated, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4alkoxy, etc.; R3 is selected from the one in hydrogen, halogen, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkyl, C1-C4 haloalkyl, nitro, carboxyl, C1-C4 alkoxycarbonyl; R4 is selected from hydrogen, C3-C8 cycloalkyl, unsubstituted or halogenated, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, etc.). Similarly, preparation method of on-DNA arylselenyl indole compounds comprises of on-DNA indole compounds, benzisoselenazolone compounds and the Lewis acid are dissolved in a solvent to construct a reaction system, react at 15-50°C for 0.5 to 24 h, the gained reaction solution is after post-processing, obtain compounds II (R5 consists of 0-10 atoms, when the skeleton of R5 consists of 0 atoms, the carbonyl group is directly connected to the indolyl group; when the skeleton of R5 consists of 1-10 atoms, the group is any one of the -CH2-, CF2-, -CH2-O-, etc.; R6 is selected from a kind of in hydrogen, halogen, C1-C6 alkyl,nitro, etc.; R7 is selected from hydrogen, one of C1-C6 alkyl, C1-C6 haloalkyl, Ph, etc.; R8 is selected from hydrogen, C1-C6 alkyl, C1-C6 haloalkyl, halogen, C1-C6 alkoxy group etc.; R9 is selected from hydrogen, C6-C10 aryl, C1-C6 alkyl, etc.). The inventive method has advantages of only needs to add catalytic amount of lewis acid catalyst, the catalyst is cheap and easy to get, simple reaction system, the reaction is to air and water tolerance, doesn’t need inert gas protection, the reaction solvent without removing water, easy to operate; reaction condition is gentle, reaction yield is high and has excellent functional group tolerance; this synthetic method is also applicable to synthesis of porous plate parallel; product is single, and the organic solvent/water mixed phase to carry out, the operation is simple, does not introduce metal reagent, environment friendly, it is applicable to use a perforated plate for the DNA encoding the synthesis of compound library. The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).Category: indole-building-block

The Article related to arylselenyl indole green preparation selenization antitumor agent, dna conjugated arylselenyl indole green preparation selenization, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Category: indole-building-block

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

Kim, Minyoung; Kumar Mishra, Neeraj; Park, Jihye; Han, Sangil; Shin, Youngmi; Sharma, Satyasheel; Lee, Youngil; Lee, Eui-Kyung; Kwak, Jong Hwan; Kim, In Su published an article in 2014, the title of the article was Decarboxylative acylation of indolines with α-keto acids under palladium catalysis: a facile strategy for the synthesis of 7-substituted indoles.COA of Formula: C8H8ClN And the article contains the following content:

Palladium-catalyzed decarboxylative acylation of highly substituted indolines with α-keto acids via C-H bond activation is described. This protocol provides efficient access to C7-carbonylated indoles, e.g., I, known to have diverse biol. profiles. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).COA of Formula: C8H8ClN

The Article related to indoline keto acid palladium decarboxylative acylation catalyst, acylated indoline preparation oxidation, indole acylated preparation, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.COA of Formula: C8H8ClN

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

On August 31, 2007, Tanimori, Shinji; Ura, Haruna; Kirihata, Mitsunori published an article.Name: Methyl 2-methyl-1H-indole-3-carboxylate The title of the article was Copper-catalyzed synthesis of 2,3-disubstituted indoles. And the article contained the following:

The copper-catalyzed one-step synthesis of 2,3-disubstituted indoles I (R = Me, Et, tert-Bu, Me2C:CHCH2CH2, etc., R1 = Me; R = Ph, 2-naphthyl, 2-furyl, 2-thienyl, 2-pyridyl, R1 = Et) from readily available starting materials, 2-iodoaniline and various β-keto esters was described. The advantage of this method is the use of cheap catalysts and simple exptl. procedures under mild reaction conditions. As the substituted indole derivatives are important starting materials for the synthesis of biol. active indole alkaloids and drug candidates, this method would have potential usage for these purposes. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Name: Methyl 2-methyl-1H-indole-3-carboxylate

The Article related to iodoaniline keto ester copper binol ullmann coupling heterocyclization, indole alkoxycarbonyl preparation, alkoxycarbonylindole preparation, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Name: Methyl 2-methyl-1H-indole-3-carboxylate

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

On June 30, 2002, Yamazaki, Kazuo; Kondo, Yoshinori published an article.Recommanded Product: Methyl 2-methyl-1H-indole-3-carboxylate The title of the article was Palladium-Catalyzed Synthesis of Indole-3-Carboxylates on a Solid Polymer Support. And the article contained the following:

The indolecarboxylates I (R = H, Me; R1 = H, 5-Me, 6-F3C, 6-O2N) were prepared via Pd-catalyzed cyclization of the resin-bound enamino esters II (X = iodo, Br; Q = hydroxymethyl polystyrene resin) and subsequent NaOMe promoted resin cleavage. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Recommanded Product: Methyl 2-methyl-1H-indole-3-carboxylate

The Article related to solid polymer support indolecarboxylate preparation, indolecarboxylate preparation, palladium catalyst enamino ester solid phase cyclization, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Recommanded Product: Methyl 2-methyl-1H-indole-3-carboxylate

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