3-Alkoxy-4-cyanothiophenes are efficiently synthesized in two steps from the readily available 4-cyano-3-oxotetrahydrothiophene. Regioisomers of bithiophene derivatives are easily synthesized by playing on the strong electronic dissymmetry of the thiophene ring induced by the alkoxy and cyano groups.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/ol200296j | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Designing a 2D van der Waals oxide with lone-pair electrons as chemical scissor.
Natl Sci Rev
January 2025
State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou 350002, China.
Two-dimensional (2D) van der Waals (vdW) materials are known for their intriguing physical properties, but their rational design and synthesis remain a great challenge for chemists. In this work, we successfully synthesized a new non-centrosymmetric oxide, i.e.
View Article and Find Full Text PDFVisible-Light-Induced [4 + 3]-Annulation of Carbonyl Ylides with Alkenyl Pyrazolinone for Constructing [4.2.1]-Oxo-Bridged Oxocine Skeleton.
Org Lett
January 2025
State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, P. R. China.
Herein, we present a visible-light-induced protocol for the synthesis of highly functionalized oxo-bridged oxocine skeletons. This method generates carbenes via visible-light-induced ortho-acyl diazo compounds, which are rapidly intercepted by the oxygen atom of an intermolecular acyl group to form a cyclic 1,3-dipole. The in situ generated highly reactive 1,3-dipole undergoes a facile formal [4 + 3] cycloaddition with alkenyl pyrazolinone, yielding [4.
View Article and Find Full Text PDFBase-Controlled Synthesis of Heteroatom-Embedded 9-Membered Cycloalkynes and 6-Membered Sultams through Copper-Catalyzed Cyclization.
J Org Chem
January 2025
College of New Materials and Chemical Engineering, Beijing Institute of Petrochemical Technology, Beijing 102617, China.
A facile copper-catalyzed, base-controlled cyclization reaction has been developed for the synthesis of 9-membered cycloalkyne and 6-membered heterocycle sultams under mild conditions. This protocol utilizes a copper-catalyzed intramolecular A (alkyne-aldehyde-amine) coupling reaction to efficiently synthesize 9-membered cycloalkyne sultams in yields up to 90%. Alternatively, by substituting NaHCO with DBU, the protocol achieves selective deprotection of the -propargyl group, thereby facilitating the formation of 6-membered heterocyclic sultams, also in high yields.
View Article and Find Full Text PDFFacile Synthesis of Flower-cluster ZIF Nanocarriers: Performance in Controlled Release of Thiamethoxam and Insecticidal Activity.
Environ Res
January 2025
State Key Laboratory of Vegetable Biobreeding, Institute of Vegetables and Flowers, Chinese Academy of Agricultural Sciences, Key Laboratory of Vegetables Quality and Safety Control, Ministry of Agriculture and Rural Affairs of China, Beijing 100081, China. Electronic address:
At present, it is highly important to develop nanopesticide, which can improve the effect of pesticides and reduce the risks of environmental. Zeolitic imidazolate framework (ZIF) is usually used as a nanocarrier of nanopesticide, which has a porous structure and stimuli-responsive properties. However, the drug loading performance and stability of ZIF are poor.
View Article and Find Full Text PDFPhotoredox/Nickel Dual-Catalytic Asymmetric Silylarylation of Alkenes.
Org Lett
January 2025
Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism, Shanghai Key Laboratory of New Drug Design, and School of Pharmacy, East China University of Science and Technology, Shanghai 200237, P. R. China.
The efficient construction of chiral aryl-containing organosilicon frameworks via catalytic enantioselective three-component silylarylation of alkenes remains a great challenge. Herein, a photoredox/nickel dual-catalytic asymmetric protocol has been disclosed by using a chiral biimidazoline (BiIM) as the ligand, silylboranes as the silyl radical precursors, aryl bromides as the coupling partners, and morpholine as the promoter. Remarkably, the reaction features mild and green conditions, high reaction efficiency, and excellent enantioselectivity, enabling the facile synthesis of valuable chiral tropic acid and sila-isoflavanone structures.
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!