705-84-0

Usage

Uses

1-Fluoro-3-(2-nitrovinyl)benzene is a useful chemical in organic synthesis.

InChI:InChI=1/C8H6FNO2/c9-8-3-1-2-7(6-8)4-5-10(11)12/h1-6H/b5-4+

Upstream product

• 75-52-5 nitromethane 
• 456-48-4 3-Fluorobenzaldehyde 

Downstream Products

• 1269219-39-7 C₉H₈FNO₃ 
• 1272317-74-4 C₁₅H₁₆FNO₄ 
• 1448160-87-9 (2S,3S)-3-(3-fluorophenyl)-2-methyl-4-nitrobutanal 
• 1448160-92-6 (2R,3S)-3-(3-fluorophenyl)-2-methyl-4-nitrobutanal 
• 1448173-66-7 diethyl 2-(1-(3-fluorophenyl)-2-nitroethyl)malonate 
• 1420743-10-7 1-(tert-butoxyformamido)-2,2-dibromo-1-(3-fluorophenyl)-2-nitroethane 
• 1384849-40-4 2-(2,2-dichloro-1-(3-fluorophenyl)-2-nitroethyl)isoindoline-1,3-dione 

Relevant academic research and scientific papers

Organocatalytic Asymmetric Synthesis of Aza-Spirooxindoles via Michael/Friedel-Crafts Cascade Reaction of 1,3-Nitroenynes and 3-Pyrrolyloxindoles

An asymmetric [3+3] cyclization of nitroenynes and 3-pyrrolyloxindoles has been realized with a chiral bifunctional squaramide catalyst. This Michael/Friedel-Crafts cascade strategy provides a facile and efficient access to enantioenriched polycyclic aza-spirooxindoles with 32-95% isolated yields and excellent stereocontrol under mild reaction conditions.

Application of Fluorine- And Nitrogen-Walk Approaches: Defining the Structural and Functional Diversity of 2-Phenylindole Class of Cannabinoid 1 Receptor Positive Allosteric Modulators

Cannabinoid 1 receptor (CB1R) allosteric ligands hold a far-reaching therapeutic promise. We report the application of fluoro- and nitrogen-walk approaches to enhance the drug-like properties of GAT211, a prototype CB1R allosteric agonist-positive allosteric modulator (ago-PAM). Several analogs exhibited improved functional potency (cAMP, β-arrestin 2), metabolic stability, and aqueous solubility. Two key analogs, GAT591 (6r) and GAT593 (6s), exhibited augmented allosteric-agonist and PAM activities in neuronal cultures, improved metabolic stability, and enhanced orthosteric agonist binding (CP55,940). Both analogs also exhibited good analgesic potency in the CFA inflammatory-pain model with longer duration of action over GAT211 while being devoid of adverse cannabimimetic effects. Another analog, GAT592 (9j), exhibited moderate ago-PAM potency and improved aqueous solubility with therapeutic reduction of intraocular pressure in murine glaucoma models. The SAR findings and the enhanced allosteric activity in this class of allosteric modulators were accounted for in our recently developed computational model for CB1R allosteric activation and positive allosteric modulation.

Catalyst-free sulfa-Michael addition of pyrimidine-2-thiol to nitroolefins

Catalyst-free sulfa-Michael addition of pyrimidine-2-thiol to nitroolefins is described. A series of 2-((2-nitro-1-arylethyl)thio)pyrimidines were efficiently synthesized. The protocol has advantages of wide range of substituents tolerance, no catalyst, additives and bases, mild condition, and high yield. The method can also extend to gram scale.

Highly efficient iridium-catalyzed asymmetric hydrogenation of β-acylamino nitroolefins

The first highly efficient Ir-catalyzed enantioselective hydrogenation of β-acylamino nitroolefins is reported. This reaction provides straightforward access to chiral β-amino nitroalkanes in high yields and excellent enantioselectivities (up to >99.9% ee) catalyzed by an Ir-(R,R)-f-spiroPhos complex. This journal is