Decarboxylative Coupling Reaction of 2‐(1<i>H</i>‐Indol‐3‐yl)acetic Acids with Indole, Azaindole, Benzimidazole and Indazole Derivatives

Pillaiyar, Thanigaimalai; Uzair, Muhammad; Ullah, Saif; Schnakenburg, Gregor; Müller, Christa E.

doi:10.1002/adsc.201900688

Cited by 23 publications

(20 citation statements)

References 24 publications

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“…When 3af was treated with 2 equiv of Cu(OAc) 2 ·H 2 O at 115 °C for 12 h, methanocycloocta[ b ]indole 4a was obtained in 91% (Scheme , eq 3). On the basis of the above observations and reported literatures, , a plausible mechanism was proposed (Scheme ). First, Cu-carboxylate intermediate A was formed via the reaction of arylacetic acid with copper salt .…”

mentioning

confidence: 76%

Copper-Mediated Decarboxylative Coupling between Arylacetic Acids and 1,3-Dicarbonyl Compounds

Wen

Chen

et al. 2021

Org. Lett.

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A copper-mediated decarboxylative coupling reaction between arylacetic acids and 1,3-dicarbonyl compounds was described. Significantly, methanocycloocta[b]indoles were also obtained by sequential intramolecular dehydrocyclization process in some cases. This protocol featured a broad substrate scope, simple operations, and good yields. Moreover, the products exhibited potent antiproliferative activity against the human cancer cell lines by a MTT assay.

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confidence: 76%

Copper-Mediated Decarboxylative Coupling between Arylacetic Acids and 1,3-Dicarbonyl Compounds

Wen

Chen

et al. 2021

Org. Lett.

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“…Many soil pathogens infect the plant through root tips and lateral root initials. Therefore, changes in plant root architecture or vascular tissue could restrict pathogen entry into the roots and colonization within the plant (Kazan & Manners, 2009;Tsavkelova, Cherdyntseva & Netrusov, 2005), IAA also can be used as a signal molecule improving the balance of indoleacetic indole-acetic acid in host plants by regulating the indoleacetic acid synthesis pathway (Mathesius, 2008;Than et al, 2019). With regards to the bacteria adapting to environmental stress, indole acetic acid can allow the bacteria to better adapt to external stress conditions (150 mmol NaCl) (Bianco et al, 2006;Spaepen, Vanderleyden & Remans, 2007).…”

Section: Discussionmentioning

confidence: 99%

Biological function of Klebsiella variicola and its effect on the rhizosphere soil of maize seedlings

Yang

2020

PeerJ

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Background Deterioration of the ecological environment in recent years has led to increasing soil salinization, which severely affects the cultivation of agricultural crops. While research has focused on improving soil environment through the application of pollution-free microbial fertilizers, there are relatively few plant growth-promoting bacteria suitable for saline-alkali environments. Although Klebsiella variicola can adapt to saline-alkali environments to successfully colonize rhizosphere microenvironments, only a few studies have investigated its role in promoting crop growth. Its effect on the crop rhizosphere soil microenvironment is especially unclear. Methods In this study, the biological function of K. variicola and its colonization in maize seedling rhizosphere soil were studied in detail through selective media and ultraviolet spectrophotometry. The effects of K. variicola on the rhizosphere soil microenvironment and the growth of maize seedlings in saline-alkali and neutral soils were systematically analysed using the colorimetric method, the potassium dichromate volumetric method, and the diffusion absorption method. Results Our results showed that K. variicola played a role in indole acetic acid, acetoin, ammonia, phosphorus, and potassium production, as well as in nitrogen fixation. A high level of colonization was observed in the rhizosphere soil of maize seedlings. Following the application of K. variicola in neutral and saline-alkali soils, the nutrient composition of rhizosphere soil of maize seedlings increased in varying degrees, more notably in saline-alkali soil. The content of organic matter, alkali-hydrolysable nitrogen, available phosphorus, available potassium, alkaline phosphatase, sucrase, urease, and catalase increased by 64.22%, 117.39%, 175.64%, 28.63%, 146.08%, 76.77%, 86.60%, and 45.29%, respectively, insaline-alkalisoil. Conclusion K.variicola, therefore, performed a variety of biological functions to promote the growth of maize seedlings and effectively improve the level of soil nutrients and enzymes in the rhizosphere of maize seedlings, undersaline-alkali stress conditions. It played an important role in enhancing the rhizosphere microenvironment of maize seedlings under saline-alkali stress.

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“…Cu(OAc) 2 • H 2 O in CH 3 CN at 115°C for 2 h. N-2 alkylated indazoles (38 c: 30%) (Scheme 38). [102] The N-1 substituted product was obtained in higher yields as this is thermodynamically favoured.…”

Section: Alkylationmentioning

confidence: 99%

Direct Catalytic Functionalization of Indazole Derivatives

2020

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Indazoles are a very important class of N‐containing heterocycles with a wide range of biological and medicinal properties. The presence of different functionalities on indazole moieties enhances its biological activities. Hence, the preparation of indazole compounds bearing functional groups has gained a significant interest to the organic synthetic chemists. A large effort has been made to develop efficient and new methods for the functionalization of indazoles. Direct catalytic functionalization is a very powerful tool for facile synthesis of important indazole derivatives due to its straightforwardness. This review summarizes developments on direct functionalizations of indazoles published in the last two decades.

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Decarboxylative Coupling Reaction of 2‐(1H‐Indol‐3‐yl)acetic Acids with Indole, Azaindole, Benzimidazole and Indazole Derivatives

Cited by 23 publications

References 24 publications

Copper-Mediated Decarboxylative Coupling between Arylacetic Acids and 1,3-Dicarbonyl Compounds

Copper-Mediated Decarboxylative Coupling between Arylacetic Acids and 1,3-Dicarbonyl Compounds

Biological function of Klebsiella variicola and its effect on the rhizosphere soil of maize seedlings

Direct Catalytic Functionalization of Indazole Derivatives

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