110598-59-9Relevant academic research and scientific papers
Palladium-catalyzed synthesis of 2-allylindole and 2-allylbenzofuran derivatives from 2-((trimethylsilyl)ethynyl)arenes
Chakraborty, Amrita,Jyothi, Konanki,Sinha, Surajit
, p. 6795 - 6798 (2014)
A new protocol for the synthesis of 2-allylindole and 2-allylbenzofuran derivatives has been developed from readily accessible starting material, 2-((trimethylsilyl)ethynyl)arenes via Pd-catalysis. The presence of trimethylsilyl group in the alkyne is vit
A highly regioselective synthesis of N-acyl-2-acyl(aroyl)indolium Chloride through Palladium-Copper Catalysis Followed by Friedel-Crafts Reaction
Khan, Md. Wahab,Akther, Arifa,Alam, Md. Shariful
, p. 831 - 834 (2014)
2-Trimethylsilylethynyl acetanilides, obtained from the palladium-catalyzed reactions of 2-iodoacetanilides with trimethylsilylacetylene, underwent Friedel-Crafts acylation reactions yielding the N-acyl-2-acyl(aroyl)indolium chlorides in good yields. Georg Thieme Verlag Stuttgart New York.
Optimizing ligand structure for low-loading and fast catalysis for alkynyl-alcohol and-amine cyclization
Stubbs, James M.,Bridge, Benjamin J.,Blacquiere, Johanna M.
, p. 7928 - 7937 (2019/06/13)
A series of [Ru(Cp/Cp?)(PR2NR′2)(MeCN)]PF6 complexes were prepared, in which the steric and electronic properties of the primary coordination sphere were varied (R = Ph, t-Bu, Bn; and Cp vs. Cp?). These complexes were catalytically active in the cyclization of alkyne substrates with an intramolecular nucleophile (amine or alcohol) to produce 5-and 6-membered heterocycles. The effect of the 1° coordination sphere structure on catalyst performance was evaluated. Steric bulk around the metal centre was a key feature to achieve rapid catalysis at low temperatures. The catalyst [Ru(Cp)(Pt-Bu2NPh2)(MeCN)]PF6 gave a turnover number that was >1 order of magnitude more active than previous catalysts in the cyclization of the benchmark substrate 2-ethynylaniline. This catalyst is tolerant of a diversity of functional groups and is competent at the formation of various substituted indoles.
PtCl4-catalyzed cyclization of N-acetyl-2-alkynylanilines: A mild and efficient synthesis of N-acetyl-2-substituted indoles
Chaisan, Nattawadee,Kaewsri, Wilailak,Thongsornkleeb, Charnsak,Tummatorn, Jumreang,Ruchirawat, Somsak
, p. 675 - 680 (2018/01/18)
An efficient synthesis of N-acetyl-2-substituted indole derivatives via direct intramolecular hydroamination of N-acetyl-2-alkynylaniline derivatives was developed. The reaction could be applied to a wide range of substrates employing only 1–2 mol% of PtCl4 as the catalyst to furnish the desired indole products in moderate to excellent yields. The current protocol is efficient, reliable and scalable, and could serve as an important tool for convenient and rapid access to this important class of N-heterocyclic skeleton from readily available substrates.
Synthesis of 2,3-Disubstituted Indoles and Benzofurans by the Tandem Reaction of Rhodium(II)-Catalyzed Intramolecular C-H Insertion and Oxygen-Mediated Oxidation
Shen, Hongjuan,Fu, Junkai,Yuan, Hao,Gong, Jianxian,Yang, Zhen
, p. 10180 - 10192 (2016/11/17)
A highly effective and straightforward method to construct a wide range of functionalized 2,3-disubstituted indoles has been developed. The method involves the tandem reaction of rhodium(II)-catalyzed denitrogenative annulation of triazole-based benzyl an
Intermolecular and intramolecular pauson-khand reactions of functionalized Allenes
Gonzalez-Gomez, Alvaro,Anorbe, Loreto,Poblador, Amalia,Dominguez, Gema,Perez-Castells, Javier
supporting information; experimental part, p. 1370 - 1377 (2009/04/11)
Pauson-Khand reactions of functionalized allenes with different alkynes give cyclopentenones with generally high regio-and stereoselectivities. The allenes react through their external double bonds, giving cyclopentenones with exocyclic double bond at their β positions and predominantly with E stereochemistry. Some intramolecular reactions with allenynes connected through aromatic rings are described. These give the corresponding heterocycles with moderate to good yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Phenanthridine synthesis via [2+2+2] cyclotrimerization reactions
Sripada, Lakshminath,Teske, Jesse A.,Deiters, Alexander
, p. 263 - 265 (2008/09/21)
A concise synthesis of phenanthridines via a microwave-assisted [2+2+2] cyclotrimerization reaction has been developed. This journal is The Royal Society of Chemistry.
COMPOUNDS, METHODS AND FORMULATIONS FOR THE ORAL DELIVERY OF A GLUCAGON LIKE PEPTIDE (GLP)-1 COMPOUND OR AN MELANOCORTIN 4 RECEPTOR (MC4) AGONIST PEPTIDE
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Page/Page column 63-64, (2008/06/13)
The present invention relates to novel compounds, methods, and formulations useful for the oral delivery of a GLP-1 compound or an MC4 agonist peptide.
Indole and quinoline synthesis via intramolecular Pauson-Khand reactions of enamines and allylamines
Dominguez, Gema,Casarrubios, Luis,Rodriguez-Noriega, Javier,Perez-Castells, Javier
, p. 2856 - 2861 (2007/10/03)
Syntheses of indoles and quinolines based upon the Pauson-Khand reaction is described. The starting materials are an aromatic ethynylenamine and ethynylallylamine, which are obtained via Sonogashira coupling. Also, an aromatic ynamine is used for an attem
Hydrogen Bond-Stabilized Helix Formation of a m-Phenylene Ethynylene Oligomer
Cary, Jennifer M.,Moore, Jeffrey S.
, p. 4663 - 4666 (2007/10/03)
(Matrix Presented) Incorporation of a single hydrogen bonded β-turn mimic in the backbone of a m-phenylene ethynylene oligomer is shown to affect the thermodynamic properties of the folding reaction. Oligomers 1 and 2 both undergo solvophobic helix formation, but hydrogen bonded oligomer 1 was found to form a more stable helix with a higher tolerance to solvent denaturation than isomeric, non-hydrogen bonded oligomer 2.
