Category: 52537-00-5

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

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 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

On February 6, 1996, Hashimoto, Rie; Okada, Hideo; Mochizuki, Atsuya; Ooi, Hideo; Endo, Mamoru; Miki, Wataru; Konya, Kazumi published a patent.Computed Properties of 52537-00-5 The title of the patent was Preparation of 5,6-dichloro-1-methylgramine and antifouling agents against adhering aquatic organisms. And the patent contained the following:

The title compound (I) is prepared An antifouling agent against adhering aquatic organisms contains at least one compound selected from 5,6-dichlorogramine, 5-chloro-2-methylgramine, 5-bromo-2-methylgramine, 1,2-dimethyl-6-bromogramine, and I as the active ingredient. This antifouling agent prevents aquatic organisms such as sea weeds, barnacles, Mytilus edulis, etc. adhering and damaging a bottom of a ship, a fishing net, a buoy, aqueous structures such as facilities attached to a dam and bay, and water inlet channels for cooling water of a condenser for a power plant or an heat exchanger in petrochem. industry. Thus, 1.9 g 5,6-dichloroindole was dissolved in DMF, treated with NaH at 5°, stirred at 5° for 30 min, treated dropwise with 1.5 g MeI, and stirred at room temperature for 3 h to give 2.2. g crude 5,6-dichloro-1-methylindole, which was added to a solution of 1.3 mL 40% dimethylamine, 0.9 mL 35% formalin, and 1.7 mL AcOH, and stirred overnight to give 61.5% I. I (0.0025 mg) was dissolved in 0.1 mL MeOH, coated on a round petri dish (diameter 4 cm), and dried. Filtered sea water (5 mL) and 10 barnacle larvae were added to the treated petri dish and left in the dark at 23° for 24 h to show that no larvae adhered to the petri dish. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Computed Properties of 52537-00-5

The Article related to chloromethylgramine preparation antifouling agent, aquatic organism antifouling agent, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Computed Properties 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 3, 2017, Jiang, Xue; Tang, Weijun; Xue, Dong; Xiao, Jianliang; Wang, Chao published an article.Synthetic Route of 52537-00-5 The title of the article was Divergent Dehydrogenative Coupling of Indolines with Alcohols. And the article contained the following:

The dehydrogenative coupling of indolines with alcs. catalyzed by an iridium complex has been achieved to afford both N- and C3-alkylated indoles selectively, by simply changing the addition time of a base additive. The iridacycle catalyst plays multiple roles in these reactions, which dehydrogenates both amines and alcs. and catalyzes the coupling reactions. Mechanistic studies reveal that a borrowing hydrogen-dehydrogenation process and a dehydrogenation-borrowing hydrogen process are involved in N-alkylation and C3-alkylation reactions, resp. The C3-alkylation reaction involves the direct coupling of two sp3 carbon centers. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Synthetic Route of 52537-00-5

The Article related to iridium catalyst dehydrogenative coupling indoline alc, indole alkylated preparation, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Synthetic Route 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