Category: indole-building-block

On February 28, 2011, de Lange, Ben; Hyett, David J.; Maas, Peter J. D.; Mink, Daniel; van Assema, Friso B. J.; Sereinig, Natascha; de Vries, Andre H. M.; de Vries, Johannes G. published an article.Synthetic Route of 79815-20-6 The title of the article was Asymmetric Synthesis of (S)-2-Indolinecarboxylic Acid by Combining Biocatalysis and Homogeneous Catalysis. And the article contained the following:

The use of a combination of biocatalysis and homogeneous catalysis led to a very short synthesis route to enantiopure (S)-2-indolinecarboxylic acid. Thus, reacting 2-ClC6H4CHO with Ac2O/NaOAc gave 2-ClC6H4CH:CHCO2H in 55% yield. The latter compound was treated with phenylalanine ammonia lyase to give (S)-2-ClC6H4CH2CH(NH2)CO2H (I), that, upon addition of CuCl/H2O, produced 77% of the title compound Alternatively, treating 2-ClC6H4CH:CH(NHCOMe)CO2H with [Rh(cod)2]BF4/MonoPhos/H2CH2Cl2 gave the reduced compound which was then converted into I and taken on to the final compound as stated above. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Synthetic Route of 79815-20-6

The Article related to indolinecarboxylic acid asym synthesis biocatalysis homogeneous catalysis, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Synthetic Route of 79815-20-6

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 April 28, 2010, Guan, Zheng-Hui; Yan, Ze-Yi; Ren, Zhi-Hui; Liu, Xue-Yuan; Liang, Yong-Min published an article.Synthetic Route of 65417-22-3 The title of the article was Preparation of indoles via iron catalyzed direct oxidative coupling. And the article contained the following:

Iron-catalyzed aryl C-H and vinyl C-H bonds activation to give valuable substituted indole products, e.g. I, from 3-(phenylamino)but-2-enoates, e.g. II, was reported. The reaction shows high functional group tolerance. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Synthetic Route of 65417-22-3

The Article related to indole preparation, phenylaminobutenoate oxidative coupling iron catalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Synthetic Route of 65417-22-3

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 January 19, 1990, Tsuji, Yasushi; Kotachi, Shinji; Huh, Keun Tae; Watanabe, Yoshihisa published an article.Application of 52537-00-5 The title of the article was Ruthenium-catalyzed dehydrogenative N-heterocyclization. Indoles from 2-aminophenethyl alcohols and 2-nitrophenethyl alcohols. And the article contained the following:

Indole derivatives I (R = H, 6-Me, 5-MeO, 4-Cl, 6-Cl, 4-Br) were readily obtained from 2-aminophenethyl alcs. in the presence of 2 mol % of RuCl2(PPh3)3 under reflux in toluene. I(R = H) obtained from 2-aminophenethyl alc. quant. Other I were also obtained in 73-99% isolated yields. The 2-aminophenethyl alcs. were easily prepared by condensation between the corresponding 2-nitrotoluenes and aldehydes followed by reduction During the reaction, a stoichiometric amount of hydrogen was spontaneously evolved into the gas phase. With a heterogeneous and homogeneous binary catalyst system, indoles were afforded in one pot from 2-nitrophenethyl alcs. under a hydrogen atm. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Application of 52537-00-5

The Article related to indole, aminophenethyl alc dehydrogenation cyclization ruthenium catalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Application 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 October 14, 2004, Tang, Peng Cho; Liang, Congxin; Miller, Todd; Lipson, Kenneth E. published a patent.Recommanded Product: 52537-00-5 The title of the patent was Preparation of 5-sulfonamido-substituted indolinone compounds as protein kinase inhibitors. And the patent contained the following:

The title compounds [I; R1 and R2 combine to form (un)substituted optionally fused heterocyclic ring; R3-R5 = H, alkyl, hydroxyalkyl, etc.; or R3 and R4 may combine to form a cyclic 6-membered alicyclic ring which may be substituted with one or more lower alkyl] that modulate the activity of protein kinases (“”PKs””) and are therefore useful in treating disorders related to abnormal PK activity (no biol. data), were prepared General method of synthesis of the compounds I by condensation of oxindoles and aldehydes (preparation of intermediates is given) is described. Eighty-two compounds I (e.g., II) were prepared Pharmaceutical compositions comprising the compounds I, methods of treating diseases utilizing pharmaceutical compositions comprising these compounds and methods of preparing them are also disclosed. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Recommanded Product: 52537-00-5

The Article related to indolinone sulfonamido preparation protein kinase inhibitor antitumor, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Recommanded Product: 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 February 19, 2016, Qi, Zisong; Yu, Songjie; Li, Xingwei published an article.Reference of Methyl 2-methyl-1H-indole-3-carboxylate The title of the article was Rh(III)-Catalyzed Synthesis of N-Unprotected Indoles from Imidamides and Diazo Ketoesters via C-H Activation and C-C/C-N Bond Cleavage. And the article contained the following:

The synthesis of N-unprotected indoles has been realized via Rh(III)-catalyzed C-H activation/annulation of imidamides with α-diazo β-ketoesters. The reaction occurs with the release of an amide coproduct, which originates from both the imidamide and the diazo as a result of C=N cleavage of the imidamide and C-C(acyl) cleavage of the diazo. A rhodacyclic intermediate has been isolated and a plausible mechanism has been proposed. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Reference of Methyl 2-methyl-1H-indole-3-carboxylate

The Article related to indole preparation, imidamide diazo ketoester cyclization rh catalyst, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Reference 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 March 27, 2008, Chen, Li; Zhang, Jing; Zhang, Zhuming; Yang, Song published a patent.Formula: C8H8ClN The title of the patent was Oxindole derivatives as anticancer agents and their preparation, pharmaceutical compositions and use in the treatment of proliferative and oncological diseases. And the patent contained the following:

There is provided compounds of the formula I, which exhibited activity as anticancer agents. Compounds of formula I wherein X is H, halo, CN, lower alkyl, lower alkenyl, lower alkynyl, etc.; V is H and halo; Y is (un)substituted lower alkylamino, (un)substituted (hetero)arylamino, (un)substituted dialkylamino, (un)substituted lower alkoxy, (un)substituted (hetero)aryloxy, etc.; W is O, N and a single bond; n is 1 – 3; R6 is (un)substituted heteroaryl; and their pharmaceutically acceptable salts thereof, are claimed. Example compound II was prepared by condensation of 6-chlorooxindole with 3-chlorobenzaldehyde; the resulting 3-(3-chlorobenzylidene)-6-chlorooxindole underwent hydride reduction to give 3-(3-chlorobenzyl)-6-chlorooxindole, which underwent bromination to give 3-bromo-3-(3-chlorobenzyl)-6-chlorooxindole, which underwent amination with 4-propoxyaniline to give compound II. All the invention compounds were evaluated for their anticancer activity (some data given). The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Formula: C8H8ClN

The Article related to oxindole derivative preparation anticancer treatment proliferative oncol disease, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.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 December 8, 1982, there was a patent about fungicides.Category: indole-building-block The title of the patent was 1-(α-Chloroacetyl)-6-substituted indolines. And the patent contained the following:

Title indolines I [R = COCH2Cl (II), COCH2NO2] were prepared by acylating I (R = H) in the presence of bases. Thus, 14.7 g ClCH2COCl was added to a mixture of 20 g I (R = H) and 14.4 g Et3N in C6H6 with cooling and the whole stirred 30 min with cooling and 2 h at 30-40° to give 74.8% II. II showed fungicidal activity at 1000 ppm. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Category: indole-building-block

The Article related to indoline chloro fungicide preparation, chloroindoline acyl fungicide preparation, 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 August 20, 2021, Ou, Yifeng; Yang, Tianbao; Tang, Niu; Yin, Shuang-Feng; Kambe, Nobuaki; Qiu, Renhua published an article.Formula: C8H8ClN The title of the article was Photo-Induced N-N Coupling of o-Nitrobenzyl Alcohols and Indolines To Give N-Aryl-1-amino Indoles. And the article contained the following:

A novel method to synthesize N-aryl-1-amino indoles I [R = H, Me, Ph, etc.; R1 = H, 6-Me, 5-Cl, etc.; R2 = H, 4-F, 5-Br, etc.] was established by the photoinduced N-N coupling reaction. This protocol was operated by treatment of o-nitrobenzyl alcs. and indolines in the presence of TEAI and acetic acid with a 24 W UV light-emitting diode (LED) (385-405 nm) irradiation The products bearing an aldehyde group can be further transformed to fluorescent probes based on Rhodamine derivative, which shows a high specificity and sensitivity for Fe3+. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Formula: C8H8ClN

The Article related to aryl amino indole preparation, nitrobenzyl alc indoline photo induced coupling, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.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 October 26, 2021, Qiu, Renhua; Ou, Yifeng; Yang, Tianbao published a patent.Electric Literature of 52537-00-5 The title of the patent was Green preparation of N-(2-arylcarboxaldehyde)-1-aminoindole derivative and its application. And the patent contained the following:

The present invention relates to the green preparation of N-(2-arylcarboxaldehyde)-1-aminoindole derivative and its application. In particular, the preparation method comprises a step of reacting indoline compounds with o-nitrobenzyl alcs. as main raw materials in the presence of an acetic acid and tetraethylammonium iodide as an additive under a solvent condition, irradiated with 385-405 nm UV light at room temperature, and reacted for 24 h. to obtain N-(2-aryl formaldehyde)-1-aminoindole derivative I, II, III, IV (wherein, R1 = 2,5-di-Me, 3-Me, 4-fluoro, 5-fluoro, 5-chloro, 5-bromo, 5-iodine, 5-Me, 5-benzyloxy, 5-methoxy, 5-methylformate, 5-cyano, 5-nitro, 5,6-dichloro, 6-chloro, 7-chloro; R2 = 2-Me, 3-Me, 4-bromo, 4-(3-furan), 4-(3-thiophene), 4-(2-naphthyl), 4,5-dimethoxy, 5-Me, 5-chloro, 5-Me formate; R3 = Me, benzene, 2-naphthyl, 3-furan, 2-chlorophenyl, 3-methylphenyl, 3-benzyloxyphenyl, 4-methoxyphenyl; and R4 and R5 = 4-nitro and Ph, 4,5-methylenedioxy and phenyl). The inventive method has the advantages of low cost, high yield, simple and easy to operate, no metal and photocatalyst, green and environmental protection, has potential industrial applications and the obtained fluorescent probe has the characteristics of high efficiency and sensitivity. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Electric Literature of 52537-00-5

The Article related to arylcarboxaldehyde aminoindole derivative green preparation fluorescent probe, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Electric Literature 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

Shalygina, E. E.; Kobylinskii, D. V.; Ivanovskii, S. A.; Balakin, K. V.; Dorogov, M. V.; Toporova, T. A. published an article in 2004, the title of the article was Synthesis and properties of 1-acylindolinesulfonamides.COA of Formula: C12H12ClNO3S And the article contains the following content:

Title compounds I and II were prepared by N-acylation of indoline, bromination and chlorosulfonylation (or just chlorosulfonylation), and amidation. Several properties indicative of potential pharmacol. activities were determined The experimental process involved the reaction of 1-(Cyclopropanecarbonyl)indoline-5-sulfonyl chloride(cas: 879562-21-7).COA of Formula: C12H12ClNO3S

The Article related to combinatorial library acylindolinesulfonamide preparation pharmacol potential, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.COA of Formula: C12H12ClNO3S

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