2178-02-1

Basic information

• Product Name: 3-phenyl-2-naphthioc acid
• Synonyms: 3-phenyl-2-naphthioc acid
• CAS NO: 2178-02-1
• Molecular Weight: 248.281
• Mol File: 2178-02-1.mol

Chemical Properties

• CAS DataBase Reference: 3-phenyl-2-naphthioc acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenyl-2-naphthioc acid(2178-02-1)
• EPA Substance Registry System: 3-phenyl-2-naphthioc acid(2178-02-1)

Safety Data

• Hazardous Substances Data: 2178-02-1(Hazardous Substances Data)

Upstream product

• 3074-03-1 11H-Benzo[b]fluoren-11-one 
• 60-29-7 diethyl ether 
• 323-09-1 2-fluoronaphthalene 
• 591-51-5 phenyllithium 
• 71-43-2 benzene 
• 5959-54-6 ethyl 3-amino-2-naphthoate 
• 108-90-7 chlorobenzene 
• 93-09-4 naphthalene-2-carboxylate 
• 92-70-6 3-Hydroxy-2-naphthoic acid 
• 883-99-8 3-hydroxy-2-naphthoic acid methyl ester 
• 288402-18-6 methyl 3-(trifluoromethanesulfonyloxy)naphthalene-2-carboxylate 
• 68376-11-4 methyl 3-phenylnaphthalene-2-carboxylate 
• 591-50-4 iodobenzene 
• 108-86-1 bromobenzene 

Downstream Products

• 875822-75-6 2-amino-3-phenyl-naphthalene 
• 93324-73-3 2-Formamido-3-phenylnaphthalin 
• 612-94-2 2-phenylnaphthalene 
• 68376-11-4 methyl 3-phenylnaphthalene-2-carboxylate 
• 68376-10-3 3-phenylnaphthalene-2-carbonitrile 

Relevant articles and documents

Gold-Catalyzed Ring Expansion of Enyne-Lactone: Generation and Transformation of 2-Oxoninonium

An efficient gold-catalyzed ring-expansion reaction of enyne-lactones to form 2-oxoninonium intermediates is reported. The 2-oxoninonium generated in this work could undergo further 6π electrocyclization and aromatization reaction to produce different aromatic compounds.

ortho-C?H Arylation of Benzoic Acids with Aryl Bromides and Chlorides Catalyzed by Ruthenium

A system consisting of catalytic amounts of [(p-cym)RuCl2]2/PEt3?HBF4, K2CO3as the base, and NMP as the solvent efficiently mediates the ortho-C?H arylation of benzoic acids with aryl bromides at 100 °C. Replacing the phosphine ligand with the amino acid dl-pipecolinic acid enables the analogous transformation with aryl chlorides. The key advantage of this broadly applicable transformation is the use of an inexpensive ruthenium catalyst in combination with simple carboxylates as directing groups, which can either be tracelessly removed or used as anchor points for decarboxylative ipso substitutions.

A versatile approach for the synthesis of para -substituted arenes via palladium-catalyzed C-H functionalization and protodecarboxylation of benzoic acids

While a great number of ortho C-H functionalization reactions have been developed and several breakthroughs have been achieved in meta C-H activation, para C-H functionalization is still in its infancy stage. In this article, a versatile strategy for the synthesis of para-substituted arenes has been developed via a tandem process consisting of palladium-catalyzed C-H functionalization and subsequent copper-catalyzed protodecarboxylation of benzoic acids. Both electron-withdrawing and electron-donating functionalities can be introduced into the para positions of arenes bearing a variety of substituents.

Photocatalytic Dehydrogenative Lactonization of 2-Arylbenzoic Acids

A metal-free dehydrogenative lactonization of 2-arylbenzoic acids at room temperature was developed. This work illustrates the first application of visible-light photoredox catalysis in the preparation of benzo-3,4-coumarins, an important structural motif in bioactive molecules. The combination of photocatalyst [Acr+-Mes] with (NH4)2S2O8 as a terminal oxidant provides an economical and environmentally benign entry to different substituted benzocoumarins. Preliminary mechanistic studies suggest that this reaction most likely occurs through a homolytic aromatic substitution pathway.

Pd-catalyzed C-H lactonization for expedient synthesis of biaryl lactones and total synthesis of cannabinol

A practical Pd(II)/Pd(IV)-catalyzed carboxyl-directed C-H activation/C-O cyclization to construct biaryl lactones has been developed. The synthetic utility of this new reaction was demonstrated in an atom-economical and operationally convenient total synthesis of the natural product cannabinol from commercially available starting materials, with the newly developed method used for two key steps.

USE OF ARYL CHLORIDES IN PALLADIUM-CATALYZED C-H BOND FUNCTIONALIZATION

A one-step method for efficiently converting carbon-hydrogen bonds into carbon-carbon bonds using chloroarenes and palladium catalysts is disclosed. This method allows faster introduction of complex molecular entities, a process that would otherwise require many more steps. This invention is particularly relevant for the organic synthesis of complex molecules such as, but not limited to, pharmacophores.