2-Acetylcyclopentanone undergoes a smooth reaction with triphenylphosphine and dialkyl acetylenedicarboxylates to produce dialkyl 2-(1-acetyl-2-oxocyclopentyl)-3-(1,1,1-triphenyl-lambda(5)-phosphanylidene)succinates. These compounds undergo intramolecular Wittig reactions in boiling benzene to produce highly strained spirocyclobutene derivatives, which spontaneously undergo ring-opening reactions to produce dialkyl (E)-2-[1-(2-oxocyclopentyliden)ethyl]-2-butenedioates.
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http://dx.doi.org/10.3390/molecules13020331 | DOI Listing |
Chem Asian J
December 2024
Fluoro &Agrochemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad, 500 007, India.
An efficient Rh(III)-catalyzed C-H functionalization of 3-aryl-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxides with diaryl and dialkyl alkynes has been developed for the first time to the synthesis of 1-aminoisoquinoline derivatives in a single step. This method involves through the formation of one C-C bond and one C-N bond followed by desulfonylation to generate a novel series of isoquinolines in good to excellent yields. This is a direct method to produce pharmaceutically more relevant scaffolds with a high functional diversity.
View Article and Find Full Text PDFDalton Trans
September 2024
GIR MIOMET/IU CINQUIMA/Química Inorgánica, Facultad de Ciencias Universidad de Valladolid, 47011, Valladolid, Spain.
A library of new neutral and cationic Ni(II) complexes containing isocyanide ligands and mono- or dialkyl-dithiophosphate have been easily prepared and fully characterized. The synthesis of the neutral complexes unfolds through the alkyl transfer from one alkyldithiophosphate leaving group coordinated to the Ni(II) complex. The alkyl transfer is controlled by steric factors and is highly solvent-dependent.
View Article and Find Full Text PDFMol Divers
July 2024
Department of Fiber System Engineering, Yeungnam University, Gyeongsan, 38541, Republic of Korea.
R Soc Open Sci
July 2024
Working Group for Translational Nuclear Medicine and Radiopharmacy, Clinic of Nuclear Medicine, Jena University Hospital, Jena, Germany.
1,4-Diazepane-6-amine (DAZA) can be alkylated with three 2-hydroxybenzyl pendant arms, resulting in hexadentate chelators suitable for coordination of radiometals like Ga. These chelators, ,1,4-tri(alkoxy-2-hydroxybenzyl)-DAZA, can be produced via a one-pot synthesis, with the first step being a carbonyl amine condensation of DAZA with two respective 4-alkoxy-2-hydroxybenzaldehydes, followed by reductive amination with sodium borohydride. While the first step of this reaction is predictable, the subsequent reductive amination can result in either mono-, di- or tri(alkoxy-hydroxybenzyl)-DAZA compounds.
View Article and Find Full Text PDFInorg Chem
August 2024
Anhui Laboratory of Clean Catalytic Engineering, Anhui Laboratory of Functional Coordinated Complexes for Materials Chemistry and Application, College of Chemical and Environmental Engineering, Anhui Polytechnic University, Wuhu, Anhui 241000, PR China.
The pincer rare-earth dialkyl complexes [-RE(CHSiMe) (RE = Lu(), Yb(), Er(), Y(), Dy())] with the indol-2-yl-based NCN pincer ligand were synthesized by the reactions of the proligand ( = 1-MeNCHCH-3-(2-PrCHN═CH)CHN) with RE(CHSiMe)(THF). These complexes exhibited a variety of reactivities toward organic compounds such as amines, triphenylphosphine ylide, -phenylimidazole, pyridine derivatives, and -carborane leading to -bond metathesis, migration insertion, and redox reaction products. The reactions of the dialkyl rare-earth metal complexes with -carborane afforded the novel NCN pincer-ligated carboryne-based metallacyclopropanes which reacted with diphenyl ketone to give insertion products of the RE-C and one of the RE-C bonds, while the reaction of the carboryne-based metallacyclopropanes with diphenyldiazomethane produced the di--metallacyclopentanes via the insertions of the N═N bond of the diphenyldiazomethane into two RE-C bonds and the RE-C bond.
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