Catalytic Asymmetric Cyclizative Rearrangement of Anilines and Vicinal Diketones to Access 2,2‐Disubstituted Indolin‐3‐ones
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DOI: 10.1002/advs.202402532
Abstract: The efficient synthesis of chiral 2,2‐disubstituted indolin‐3‐ones is of great importance due to its significant synthetic and biological applications. However, catalytic enantioselective methods for de novo synthesis of such heterocycles remain scarce. Herein, a novel… read more here.
Keywords: vicinal diketones; anilines vicinal; cyclizative rearrangement; disubstituted indolin ... See more keywords
Asymmetric Synthesis of Quaternary ‐Perfluorophenyl‐‐Amino‐Indolin‐2‐ones
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DOI: 10.1002/ejoc.201601645
Abstract: Abstract. Reported herein is a design and synthesis of N-tert-butylsulfinyl-(perfluoro)benzaldimine, and study of its reactivity and stereocontrolling properties in the Mannich addition reactions with in situ generated indolinone derived tertiary enolates. The corresponding products, quaternary… read more here.
Keywords: indolin ones; amino indolin; quaternary perfluorophenyl; perfluorophenyl amino ... See more keywords
A green synthetic approach to construct C2‐quaternary indolin‐3‐ones at room temperature via regioselective oxidative dearomatization of indoles
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DOI: 10.1002/ejoc.202401037
Abstract: A new synthetic strategy for the construction of C2‐quaternary indole for the formation of Indolin‐3‐ones has been explored via indium(III) trifluoromethansulphonate catalyst at room temperature with TBHP as a green oxidant in water. This approach… read more here.
Keywords: indolin ones; oxidative dearomatization; room temperature;
HFIP-promoted catalyst-free cascade reactions for the synthesis of biologically relevant 3,3-di(indolyl)indolin-2-ones from indoles and isatins
Sign Up to like & getrecommendations! Published in 2020 at "Chinese Chemical Letters"
DOI: 10.1016/j.cclet.2020.03.025
Abstract: Abstract The first HFIP-promoted catalyst-free cascade reactions for the synthesis of biologically relevant 3,3-di(indolyl)indolin-2-ones (27 examples, up to 98% yield) from readily available indoles and isatin derivatives are described. This protocol shows well tolerance of… read more here.
Keywords: indolin ones; hfip promoted; indolyl indolin; catalyst free ... See more keywords
Chemoselective N-H or C-2 Arylation of Indole-2-carboxamides: Controllable Synthesis of Indolo[1,2- a]quinoxalin-6-ones and 2,3'-Spirobi[indolin]-2'-ones.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b02197
Abstract: Novel methods involving the chemoselective N-H or C-2 arylation for the synthesis of indolo[1,2- a]quinoxalin-6-ones and 2,3'-spirobi[indolin]-2'-ones starting from indole-2-carboxamides were developed. When reactions were carried out using ZnI2 as catalyst and Ag2CO3 as oxidant,… read more here.
Keywords: quinoxalin ones; indolo quinoxalin; spirobi indolin; indolin ones ... See more keywords
Discovery and Anticancer Activity of Novel 1,3,4-Thiadiazole- and Aziridine-Based Indolin-2-ones via In Silico Design Followed by Supramolecular Green Synthesis
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DOI: 10.1021/acsomega.2c01198
Abstract: Three crucial anticancer scaffolds, namely indolin-2-one, 1,3,4-thiadiazole, and aziridine, are explored to synthesize virtually screened target molecules based on the c-KIT kinase protein. The stem cell factor receptor c-KIT was selected as target because most… read more here.
Keywords: thiadiazole; cell; indolin ones; aziridine ... See more keywords
Synthesis of tetracyclic indolin-3-ones through Pd-catalyzed intramolecular deacetylative dearomatization of 3-acetoxy-indoles
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DOI: 10.1039/c9ra02569c
Abstract: An efficient palladium-catalyzed intramolecular deacetylative dearomatization reaction of 3-acetoxyindoles is disclosed, affording tetracyclic indolin-3-ones bearing C2-quaternary stereocenters in good yields. read more here.
Keywords: intramolecular deacetylative; tetracyclic indolin; indolin ones; catalyzed intramolecular ... See more keywords
E–Z isomerization of 3-benzylidene-indolin-2-ones using a microfluidic photo-reactor
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DOI: 10.1039/d0ra05288d
Abstract: Here, we report controlled E–Z isomeric motion of the functionalized 3-benzylidene-indolin-2-ones under various solvents, temperature, light sources, and most importantly effective enhancement of light irradiance in microfluidic photoreactor conditions. Stabilization of the E–Z isomeric motion… read more here.
Keywords: indolin ones; photo; isomerization benzylidene; using microfluidic ... See more keywords
Palladium-Catalysed C−H/N−H Annulations of (E,Z)-3-Arylidene Indolin-2-ones with Alkynes: A Synthesis of Benzazepine Derivatives
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DOI: 10.1055/a-2744-1923
Abstract: We developed an efficient palladium-catalyzed synthesis of benzazepine derivatives from ( E,Z )-3-(arylidene)indolin-2-ones with alkynes, affording the desired products in good yields. The reaction proceeds via a palladium-catalyzed C−H/N−H activation, followed by alkyne insertion and… read more here.
Keywords: arylidene indolin; synthesis benzazepine; ones alkynes; benzazepine derivatives ... See more keywords
Novel [(3-indolylmethylene)hydrazono]indolin-2-ones as apoptotic anti-proliferative agents: design, synthesis and in vitro biological evaluation
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DOI: 10.1080/14756366.2017.1421181
Abstract: Abstract On account of their significance as apoptosis inducing agents, merging indole and 3-hydrazinoindolin-2-one scaffolds is a logic tactic for designing pro-apoptotic agents. Consequently, 27 hybrids (6a–r, 9a–f and 11a–c) were synthesised and evaluated for… read more here.
Keywords: indolin ones; apoptotic anti; indolylmethylene hydrazono; novel indolylmethylene ... See more keywords
An iodine-promoted one-pot and metal-free access to indolin-2-ones
Sign Up to like & getrecommendations! Published in 2019 at "Journal of Chemical Research"
DOI: 10.1177/1747519819875862
Abstract: A new method for the synthesis of indolin-2-ones has been realized by an I2-promoted oxidative reaction from 1,2,3,3-tetramethyl-3H-indolium iodides. This transformation proceeded smoothly under metal-free and peroxide-free conditions in a cascade manner. read more here.
Keywords: indolin ones; iodine promoted; promoted one; one pot ... See more keywords