An expedient and transition-metal-free synthetic strategy has been developed for the construction of substituted indolizines from a unique combination of pyridinium salts and 2-bromoallyl sulfones. This approach does not compromise with the diverse substitutions on both the pyridinium salts and 2-bromoallyl sulfones. Wide substrate scope, operational simplicity, milder reaction conditions and good to moderate yields are the merits associated with the current approach. Moreover, this method provides two products which are amenable for the generation of a library of key indolizine building blocks.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/d0ob01696a | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Conjugated Naphthalenediimide-Pyridinium Salts in Donor-Acceptor Hybrid Materials for Enhanced Photochromic Properties.
Inorg Chem
December 2024
College of Chemistry, Fuzhou University, Fuzhou 350116, P. R. China.
As an emerging class of hybrid materials, donor-acceptor (D-A) hybrid crystals with photoactive organic and inorganic components have gradually become an ideal platform for photochromic materials. Wherein the most available organic components are electron-poor naphthalenediimide, pyridinium, and triazine derivatives, inorganic units are electron-rich polyoxometalates and metal halides. Herein, we introduced pyridinium moieties into the naphthalenediimide core by conjugated bonds so as to increase the electron deficiency of organic species for enhanced photochromic properties.
View Article and Find Full Text PDFReductive Zincke Reaction: Opening of Pyridinium Rings to δ-Amino Ketones via Transfer Hydrogenation.
Chemistry
December 2024
Department of Chemistry, University of Liverpool, Liverpool, L69 7ZD, UK.
The Zincke reaction and Birch reduction have been one of the few reactions that allow for ring opening of pyridines ever since the discovery of pyridine more than a century ago. This paper presents a new addition to the list of pyridine ring-opening reactions, reductive Zincke reaction, which affords saturated δ-amino ketones. Under the catalysis of a simple rhodium complex, pyridinium salts with diverse substituents are reduced with formic acid, ring-opened with water, transaminated with a secondary amine and further reduced to afford a wide range of δ-amino ketones, including those in which the alkane chain of the ketones is selectively deuterated or fluorinated.
View Article and Find Full Text PDFSalts of 2-amino-5-iodo-pyridinium.
Acta Crystallogr E Crystallogr Commun
October 2024
Carlson School of Chemistry and Biochemistry, Clark University, 950 Main St., Worcester, MA 01610, USA.
Reaction of 2-amino-5-iodo-pyridine (5IAP) with concentrated HBr at room temperature yielded 2-amino-5-iodo-pyridinium bromide, CHIN ·Br or (5IAPH)Br. The complex formed pale-yellow crystals, which exhibit significant hydrogen bonding between the amino and pyridinium N-H donors and bromide ion acceptors. Halogen bonding is also observed.
View Article and Find Full Text PDFDiverse Cyclization Pathways Between Nitriles with Active -Methylene Group and Ambiphilic 2-Pyridylselenyl Reagents Enabled by Reversible Covalent Bonding.
Int J Mol Sci
November 2024
Research Institute of Chemistry, Peoples' Friendship University of Russia, 6 Miklukho-Maklaya Street, 117198 Moscow, Russia.
Herein, we describe a novel coupling between ambiphilic 2-pyridylselenyl reagents and nitriles featuring an active α-methylene group. Depending on the solvent employed, this reaction can yield two distinct types of cationic pyridinium-fused selenium-containing heterocycles, 1,3-selenazolium or 1,2,4-selenadiazolium salts, in high yields. This is in contrast to what we observed before for other nitriles.
View Article and Find Full Text PDFAlkyl chain length-regulated intelligent nano-assemblies with AIE-active photosensitizers for photodynamic cancer therapy.
Asian J Pharm Sci
December 2024
Department of Pharmacy, The Affiliated Hospital of Guizhou Medical University, Guiyang 550004, China.
Photodynamic therapy (PDT) brings new hope for the treatment of breast cancer due to few side effects and highly effective cell killing; however, the low bioavailability of traditional photosensitizers (PSs) and their dependence on oxygen severely limits their application. Aggregation-induced emission (AIE) PSs can dramatically facilitate the photosensitization effect, which can have positive impacts on tumor PDT. To-date, most AIE PSs lack tumor targeting capability and possess poor cell delivery, resulting in their use in large quantities that are harmful to healthy tissues.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!