881-89-0

Basic information

• Product Name: phenyl 2-thiophenecarboxylate
• Synonyms: phenyl 2-thiophenecarboxylate
• CAS NO: 881-89-0
• Molecular Formula: C₁₁H₈O₂S
• Molecular Weight: 204.24502
• Mol File: 881-89-0.mol
• Article Data: 30

Chemical Properties

• Appearance: /
• CAS DataBase Reference: phenyl 2-thiophenecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl 2-thiophenecarboxylate(881-89-0)
• EPA Substance Registry System: phenyl 2-thiophenecarboxylate(881-89-0)

Safety Data

• Hazardous Substances Data: 881-89-0(Hazardous Substances Data)

Upstream product

• 30930-49-5 bis(2-thiophenecarbonyl) peroxide 
• 71-43-2 benzene 
• 108-86-1 bromobenzene 
• 108-90-7 chlorobenzene 
• 96-43-5 2-thienyl chloride 
• 201230-82-2 carbon monoxide 
• 108-95-2 phenol 
• 98-03-3 thiophene-2-carbaldehyde 
• 98-80-6 phenylboronic acid 
• 82649-27-2 1,3-dioxoisoindolin-2-yl thiophene-2-carboxylate 
• 347367-39-9 pyridin-2-yl thiophene-2-carboxylate 
• 91059-63-1 4-nitrophenyl 2-thiophenecarboxylic acid ester 
• 25569-97-5 thiophen-2-carboxylic anhydride 
• 2751-90-8 tetraphenylphosphonium bromide 

Downstream Products

• 10354-43-5 thiophene-2-carboxylic acid benzylamide 
• 6846-13-5 N-phenyl-2-thiophenecarboxamide 
• 42140-95-4 2-(thiophen-2-yl)thiazole 
• 96461-08-4 5-phenyl-2-(thiophen-2-yl)thiazole 
• 89942-95-0 4-methyl-2-(2-thienyl)-thiazole 
• 58042-63-0 2-(p-tolylsulfanyl)thiophene 
• 56966-27-9 diphenyl(thiophen-2-yl)phosphine oxide 
• 833-50-1 2-phenylbenzo[d]oxazole 
• 97035-10-4 C₁₃H₁₁NO₃S 
• 97034-91-8 2-thienyl 2'-hydroxyphenyl ketone oxime 
• 20409-64-7 (2-hydroxyphenyl)(thiophen-2-yl)methanone 

Relevant articles and documents

Conversion of esters to thioesters under mild conditions

We report conversion of esters to thioestersviaselective C-O bond cleavage/weak C-S bond formation under transition-metal-free conditions. The method is notable for a general and practical transition-metal-free system, broad substrate scope and excellent functional group tolerance. The strategy was successfully deployed in late-stage thioesterification, site-selective cross-coupling/thioesterification/decarbonylation and easy-to-handle gram scale thioesterification. Selectivity and computational studies were performed to gain insight into the formation of weak C-S bonds by C-O bond cleavage, which contrasts with the traditional trend of nucleophilic additions to carboxylic acid derivatives.

Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters

The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]

Palladium-Catalyzed Aerobic Oxidative Coupling of Amides with Arylboronic Acids by Cooperative Catalysis

The first fluoride and palladium co-catalyzed conversion of amide to ester through an aerobic oxidative coupling pathway is reported. This new approach presents a practical process that employs easily available oxygen and commercially available arylboronic acids as coupling partners, uses a wide range of N- tosylamides, and proceeds under mild reaction conditions. This protocol demonstrates broad functional group tolerance, and provides an alternative option to synthesize esters from N-tosylamides which obtained by simply N-functionalization of secondary amides.