99532-53-3

Upstream product

• 399-52-0 5-fluoro-1H-indole 
• 108-24-7 acetic anhydride 
• 99532-44-2 1-(benzenesulfonyl)-5-fluoro-1H-indole 
• 399-76-8 5-fluoroindole-2-carboxylic acid 
• 348-36-7 ethyl 5-fluoro-1H-indole-2-carboxylate 
• 823-85-8 4-fluorophenyhydrazine hydrochloride 
• 371-40-4 4-fluoroaniline 
• 75-36-5 acetyl chloride 
• 127-19-5 N,N-dimethyl acetamide 

Downstream Products

• 1594965-96-4 4-[1-(4-phenylbenzyl)-5-fluoro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoic acid 
• 1594966-00-3 4-{1-[4-(trifluoromethyl)benzyl]-5-fluoro-1H-indol-3-yl}-2-hydroxy-4-oxobut-2-enoic acid 
• 1594966-01-4 4-[1-(4-tert-butylbenzyl)-5-fluoro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoic acid 
• 1594966-03-6 4-{1-[2,4-bis(trifluoromethyl)benzyl]-5-fluoro-1H-indol-3-yl}-2-hydroxy-4-oxobut-2-enoic acid 
• 1594966-07-0 4-[1-(3,5-dimethylbenzyl)-5-fluoro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoic acid 
• 1594966-08-1 4-[1-(2,4,6-trimethylbenzyl)-5-fluoro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoic acid 
• 1594966-36-5 C₂₆H₁₈FNO₄ 
• 1594966-40-1 C₂₁H₁₃F₄NO₄ 
• 1594966-42-3 C₂₄H₂₂FNO₄ 
• 1594966-43-4 C₂₂H₁₂F₇NO₄ 
• 1594966-46-7 C₂₂H₁₈FNO₄ 
• 1594966-49-0 C₂₃H₂₀FNO₄ 
• 1594965-59-9 ethyl 4-[1-(4-phenylbenzyl)-5-fluoro-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate 
• 1594965-60-2 ethyl 4-{1-[4-(trifluoromethyl)benzyl]-5-fluoro-1H-indol-3-yl}-2-hydroxy-4-oxobut-2-enoate 

Relevant academic research and scientific papers

Natural product Pimprinine derivative as well as preparation method and application thereof

The invention discloses a Pimprinine derivative as shown in a formula III in the description. The invention also discloses a preparation method of the Pimprinine derivative, and a series of Pimprinine derivatives are synthesized by taking Pimprinine as a lead, combining the structural characteristics of Pimprinine, taking cheap and easily available indole as a raw material, modifying and transforming different sites of a framework structure of the indole and introducing different substituent groups. The Pimprinine derivative disclosed by the invention has good bactericidal activity, shows efficient and/or broad-spectrum bactericidal activity, and can be applied to crop diseases caused by fungi, bacteria and viruses.

Rh(III)-Catalyzed [5 + 1] Annulation of Indole-enaminones with Diazo Compounds to Form Highly Functionalized Carbazoles

A novel Rh(III)-catalyzed C-H activation/annulation cascade of indole-enaminones with diazo compounds was reported to construct diversely functionalized carbazole frameworks. The most notable characteristic is that this transformation could smoothly furnish a novel [5 + 1] cyclization product with good to excellent yields (up to 95%), accompanied by the thorough removal of acetyl and N,N-dimethyl groups of two substrates from the target products, rather than the normally expected [4 + 2] cyclization products.

Cascade Reaction to Selectively Synthesize Multifunctional Indole Derivatives by IrIII-Catalyzed C?H Activation

An effective and condition-controlled way to synthesize with high selectivity a variety of functionalized indoles with potent biological properties has been developed. Notably, 2,4-dialkynyl indole products were obtained by direct double C?H bond alkynylation, whereas alkynyl at the C4 position could convert to carbonyl to generate 2-alkynyl-3,4-diacetyl indoles fast and effectively. Additionally, a one-pot relay catalytic reaction led to 2,5-di-alkynyl-3,4-diacetyl indoles when using a carbonyl group as the directing group and by controlling the type and quantity of additives. A possible mechanism was proposed based on many studies including deuterium-exchange experiments, the necessary conditions of product conversion, and the effect of water on the reaction.

Ketone-Directed Cobalt(III)-Catalyzed Regioselective C2 Amidation of Indoles

An efficient cobalt(III)-catalyzed method for the direct C-H amidation of unprotected indoles for 2-amino indole scaffold construction has been developed. With dioxazolone as the amidating reagent, a variety of 2-amino indole derivatives were achieved in moderate to excellent yields using an organic acid as the additive and a ketone as the directing group.

SMAC MIMETICS USED AS IAP INHIBITORS AND USE THEREOF

Disclosed are a class of SMAC mimetics used as IAP inhibitors, and in particular disclosed are compounds as shown in formula (I), isomers thereof, and pharmaceutically acceptable salts thereof. The IAP inhibitors are drugs for treating cancers, in particu

Weak Coordination-Guided Regioselective Direct Redox-Neutral C4 Allylation of Indoles with Morita-Baylis-Hillman Adducts

A weak carbonyl coordination-guided regioselective C4 allylation of indoles is demonstrated using the versatile Morita-Baylis-Hillman adduct in the presence of Rh catalysts in a redox-neutral fashion. The substrate scope, functional group diversity, oxidant free character, mechanistic aspects, and synthetic utilities are important practical features.

Expanding the SAR of Nontoxic Antiplasmodial Indolyl-3-ethanone Ethers and Thioethers

Despite major strides in reducing Plasmodium falciparum infections, this parasite still accounts for roughly half a million annual deaths. This problem is compounded by the decreased efficacy of artemisinin combination therapies. Therefore, the development and optimisation of novel antimalarial chemotypes is critical. In this study, we describe our strategic approach to optimise a class of previously reported antimalarials, resulting in the discovery of 1-(5-chloro-1H-indol-3-yl)-2-[(4-cyanophenyl)thio]ethanone (13) and 1-(5-chloro-1H-indol-3-yl)-2-[(4-nitrophenyl)thio]ethanone (14), whose activity was equipotent to that of chloroquine against the P. falciparum 3D7 strain. Furthermore, these compounds were found to be nontoxic to HeLa cells as well as being non-haemolytic to uninfected red blood cells. Intriguingly, several of our most promising compounds were found to be less active against the isogenic NF54 strain, highlighting possible issues with long-term dependability of malarial strains. Finally compound 14 displayed similar activity against both the NF54 and K1 strains, suggesting that it inhibits a pathway that is uncompromised by K1 resistance.

Rhodium(III)-Catalyzed Regioselective Direct C4-Alkylation and C2-Annulation of Indoles: Straightforward Access to Indolopyridone

A straightforward RhIII-catalyzed strategy was developed for the site-selective C4-alkylation and C2-annulation of indole by using electronically variable diazo esters. The transformation was accomplished with the assist of an oxime directing group at the C3 position of the indole core with wide scope and functional-group tolerance. The method directly provided an indolopyridone core. The selectivity was triggered by the reactivity of the diazo coupling partner.

Regiocontrolled direct C4 and C2-methyl thiolation of indoles under rhodium-catalyzed mild conditions

A straightforward Rh(iii)-catalyzed general strategy was developed for the site-selective remote C4 (sp2) and C2 (sp3)-methyl thiolation of an indole core, keeping the oxime directing group at the C3 position. The transformation was accomplished under mild conditions with a wide scope and functional group tolerance. The directing group can easily be removed after operation. Methyl substitution at the C2 position of the indole core led to C2 (sp3)-methyl thiolation.

Br?nsted acidic ionic liquid-promoted direct C3-acylation of: N -unsubstituted indoles with acid anhydrides under microwave irradiation

A green and efficient pathway for the synthesis of 3-acylindoles using a Br?nsted acidic ionic liquid as a catalyst has been developed for the first time. The C3-acylation of N-unsubstituted indoles with acid anhydrides affords the desired products in good to excellent yields with high regioselectivity under microwave irradiation. Moreover, the Br?nsted acidic ionic liquid can be recycled up to four times without significant loss of catalytic activity.