19053-95-3

Basic information

• Product Name: 2-[2-(2-Furanyl)ethenyl]pyridine
• Synonyms: 2-[2-(2-Furanyl)ethenyl]pyridine
• CAS NO: 19053-95-3
• Molecular Formula: C11H9NO
• Molecular Weight: 0
• Mol File: 19053-95-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 269°C at 760 mmHg
• Flash Point: 112.3°C
• Appearance: /
• Density: 1.151g/cm³
• Vapor Pressure: 0.0123mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: 2-[2-(2-Furanyl)ethenyl]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-(2-Furanyl)ethenyl]pyridine(19053-95-3)
• EPA Substance Registry System: 2-[2-(2-Furanyl)ethenyl]pyridine(19053-95-3)

Safety Data

• Hazardous Substances Data: 19053-95-3(Hazardous Substances Data)

Usage

Molecular weight

187.22 g/mol

Uses

Building block for the synthesis of organic compounds and pharmaceutical drugs

Structure

Heterocyclic aromatic compound containing a furan ring and a pyridine ring
Reagent in organic synthesis for construction of complex molecules
Studied for potential pharmacological properties
Structural versatility in drug design and development

InChI:InChI=1/C11H9NO/c1-2-8-12-10(4-1)6-7-11-5-3-9-13-11/h1-9H/b7-6+

Upstream product

• 109-06-8 α-picoline 
• 98-01-1 furfural 
• 98-00-0 (2-furyl)methyl alcohol 
• 38700-15-1 triphenyl-(2-pyridylmethyl)phosphonium chloride 
• 13331-23-2 fur-2-ylboronic acid 
• 109-04-6 2-bromo-pyridine 
• 138572-96-0 (E)-2-(2-bromoethenyl)furan 
• 81959-36-6 2-(2-bromovinyl)furan 
• 100074-10-0 2,2-dibromovinyl-2-furan 
• 872-73-1 N-methyl-2-methylpyridinium iodide 
• 679788-33-1 2-(2-[2]furyl-vinyl)-1-methyl-pyridinium; iodide 

Relevant articles and documents

Borane-Catalyzed Chemoselective and Enantioselective Reduction of 2-Vinyl-Substituted Pyridines

Herein, we report that highly chemoselective and enantioselective reduction of 2-vinyl-substituted pyridines has been achieved for the first time. The reaction, which uses chiral spiro-bicyclic bisboranes as catalysts and HBpin and an acidic amide as reducing reagents, proceeds through a cascade process involving 1,4-hydroboration followed by transfer hydrogenation of a dihydropyridine intermediate. The retained double bond in the reduction products permits their conversion to natural products and other useful heterocyclic compounds by simple transformations.

Piperidine-appended imidazolium ionic liquid as task-specific basic-IL for Suzuki and Heck reactions and for tandem Wittig-Suzuki, Wittig-Heck, Horner-Emmons-Suzuki, and Horner-Emmons-Heck protocols

Facile, high yielding, one-pot methods for the synthesis of a library of diversely substituted bi-aryls, diarylethenes, and aryl-enoates, via Suzuki and Heck reactions, and by sequential Wittig-Suzuki, Wittig-Heck, Horner-Emmons-Suzuki, and Horner-Emmons-Heck reactions are reported. The reactions employ piperidine-appended imidazolium ionic liquid [PAIM][NTf2] as a task-specific basic-IL, butyl-methyl-imidazolium ionic liquid [BMIM][X] (X?=?PF6, BF4) as solvent, and catalytic amounts of Pd(OAc)2 with no other additives. Wittig and Horner-Emmons reactions are effected by reacting substituted benzaldehydes with 4-bromobenzyl-PPh3 (or bromomethyl-PPh3) phosphonium salts, or diethylphosphonate with bromobenzaldehydes respectively, to form the corresponding ethenes. Subsequent cross-coupling reactions are accomplished by addition of aryl-boronic acid or phenyl-ethenes along with Pd(OAc)2 to bring about the aforementioned hyphenated transformations. The feasibility to perform double-olefination via Wittig and Horner-Emmons reactions with dialdehydes to form highly conjugated bis-styryl and bis-enoate compounds is also shown. The [BMIM][X] solvent is recycled and reused.

Lewis-acid-catalyzed benzylic reactions of 2-methylazaarenes with aldehydes

Lewis-acid-catalyzed benzylic reactions of 2-methylazaarenes with aldehydes have been investigated. Series of azaarene derivatives were afforded by this reaction. 2-(Pyridin-2-yl)ethanols with common substituents were formed through the LiNTf2-promoted aldol reaction for the first time. 2-Alkenylpyridines, exclusively in the form of the E isomers, were synthesized in the presence of LiNTf2 cooperated with H2NTf. In the presence of La(Pfb)3 as catalysis, 2-alkenylquinolines were obtained in high yields through the reactions between 2-methylquinolines and aldehydes under air.