4567-06-0Relevant articles and documents
Tandem cyclisation of vinyl radicals: A sustainable approach to indolines utilizing visible-light photoredox catalysis
Pagire, Santosh K.,Reiser, Oliver
supporting information, p. 1721 - 1725 (2017/06/07)
A tin-free method for the synthesis of substituted indolines has been developed generating vinyl radicals by visible-light-promoted photocatalysis in a reductive quenching cycle. This strategy offers a mild, robust, and high yielding pathway to a wide range of indolines containing diverse electronic substituents. The so obtained 2,3-disubstituted indolines serve as valuable precursors for the synthesis of biologically active molecules, which is demonstrated with the formal synthesis of tryptamines and furoindolines.
N-Heterocyclic carbene (NHC)-catalysed atom economical construction of 2,3-disubstituted indoles
Harish, Battu,Subbireddy, Manyam,Suresh, Surisetti
supporting information, p. 3338 - 3341 (2017/03/22)
A novel organocatalytic approach, harnessing the unique reactivities of N-heterocyclic carbenes (NHCs), has been revealed for the construction of indoles. The NHC-catalysed atom economical synthesis of a wide range of 2-substituted indole-3-acetic acid derivatives is displayed. Strategic application of the developed method was demonstrated for a short synthesis of a cyclin-dependent kinase (CDK) inhibitor: paullone.
N-Heterocyclic-Carbene-Catalyzed Umpolung of Imines
Patra, Atanu,Mukherjee, Subrata,Das, Tamal Kanti,Jain, Shailja,Gonnade, Rajesh G.,Biju, Akkattu T.
, p. 2730 - 2734 (2017/02/26)
N-Heterocyclic carbene (NHC) catalysis has been widely used for the umpolung of aldehydes, and recently for the umpolung of Michael acceptors. Described herein is the umpolung of aldimines catalyzed by NHCs, and the reaction likely proceeds via aza-Breslo
Synthetic method 2-aryl indole-3-acetic acid derivatives using cyanide as a catalyst
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, (2017/10/20)
The present invention relates to a novel method for producing an indole-3-acetic acid derivative using cyanide as a catalyst. According to the present invention, the method for producing the indole-3-acetic acid derivative is simple, and ensures high reproducibility and safety.COPYRIGHT KIPO 2017
Synthetic method 2-aryl indole-3-acetic acid derivatives using cyanide as a catalyst
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, (2018/02/10)
The present invention relates to a novel method for producing an indole-3-acetic acid derivative represented by chemical formula 1 by using cyanide as a catalyst. The method comprises a step of making a compound represented by chemical formula 2 react with alkali metal cyanide. An indoe-3-acetic acid derivative which can be used as an intermediate body for producing various natural materials and medical products can be produced. The method is convenience, has high reproducibility, and is a safe reaction. Thus, the method can be usefully applied to an industrialization process requiring mass-production.COPYRIGHT KIPO 2017
Synthesis of 2-Aryl-Substituted Indole-3-acetic Acid Derivatives via Intramolecular Imino-Stetter Reaction of Aldimines with Cyanide
Lee, Seong Jong,Seo, Hong-Ahn,Cheon, Cheol-Hong
, p. 1566 - 1570 (2016/10/13)
A general method to generate umpolung of aldimines with cyanide was developed via the addition of cyanide to aldimines followed by a proton transfer from the carbon atom to the nitrogen atom in the resulting cyanide adducts. This novel method was successf
Aminopalladation-triggered carbene insertion reaction: Synthesis of 2-(1H-indol-3-yl)acetates
Hu, Ziwei,Luo, Shuang,Zhu, Qiang
supporting information, p. 1060 - 1064 (2015/03/30)
The first example of a nucleopalladation-triggered carbene insertion reaction for the synthesis of C-3 alkylated indole derivatives from ortho-alkynyltrifluoroacetanilides and α-diazoacetates is presented; it involves a palladium catalyst and a weak base in the open air. Yields range from 49-88% with excellent functional group tolerance. The reaction proceeds through intramolecular aminopalladation of alkynes followed by carbene insertion. Migratory insertion of the carbene into the σ-indolylpalladium intermediate was favored over N-H insertion.
Phosphine-free palladium-catalyzed C-H bond arylation of free (N-H)-indoles and pyrroles
Wang, Xiang,Gribkov, Denis V.,Sames, Dalibor
, p. 1476 - 1479 (2007/10/03)
(Chemical Equation Presented) This paper describes a phosphine-free palladium-catalyzed method for direct C-arylation of free (N-H)-indoles and pyrroles with iodo- and bromoarene donors. Employing commercially available materials, this new and operationally simple procedure provides a rapid entry to a wide range of C-arylated (N-H)-indoles including derivatives of tryptamine. In the course of this study, a profound halide effect was uncovered, affecting both the efficiency and regioselectivity of indole arylation.
Hypoglycemic imidazoline compounds
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Page/Page column 19, (2010/02/05)
This invention relates to certain novel imidazoline compounds and analogues thereof, to their use for the treatment of diabetes, diabetic complications, metabolic disorders, or related diseases where impaired glucose disposal is present, to pharmaceutical compositions comprising them, and to processes for their preparation.
Preparation of indoles from o-alkynyltrifluoroacetanilides through the aminopalladation-reductive elimination process
Cacchi, Sandro,Fabrizi, Giancarlo,Parisi, Luca M.
, p. 1889 - 1894 (2007/10/03)
The functionalized pyrrole nucleus contained in the indole system has been assembled via the palladium-catalyzed reaction of o-alkynyltrifluoroacetanilides with organic halides/triflates or allyl carbonates. In the presence of carbon monoxide, a three-com
