1147304-40-2

Upstream product

• 1099603-92-5 methyl 3-(2-phenylethynyl)thiophene-2-carboxylate 
• 1159372-03-8 4-iodo-5-phenyl-7H-thieno[2,3-c]pyran-7-one 
• 98-80-6 phenylboronic acid 
• 26137-08-6 methyl 3-bromothiophene-2-carboxylate 
• 536-74-3 phenylacetylene 
• 98-03-3 thiophene-2-carbaldehyde 
• 501-65-5 diphenyl acetylene 
• 1011-67-2 tert-butyl thiophene-2-carboperoxoate 
• 4075-59-6 2-thiopheneglyoxylic acid 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 1621478-71-4 N,N-diethyl-O-(thiophene-2-carbonyl)hydroxylamine 
• 527-72-0 2-thiophenylcarboxylic acid 

Relevant academic research and scientific papers

Ru-Catalysed synthesis of fused heterocycle-pyridinones and -pyrones

The synthesis of fused heterocycle-pyridinones has been achieved by oxidative coupling of N-unprotected primary heterocycle-amides with internal alkynes. The reaction, which is catalysed by Ru(ii) and assisted by Cu(ii), takes place through C-H and N-H bo

Iodolactonization of 3-Alkynylthiophene-2-Carboxylic and 3-Alkynylpicolinic Acids for the Synthesis of Fused Heterocycles

The iodolactonization of 3-alkynylthiophene-2-carboxylic acids and 3-alkynylpicolinic acids has been investigated. Using I2 as the iodine source and NaHCO3 as the base in MeCN, the process took place smoothly to afford thienopyranone

Cobalt(III)-Catalyzed Oxidative Annulation of Benzaldehydes with Internal Alkynes via C-H Functionalization in Poly(ethylene glycol)

A novel Co(III)-catalyzed oxidative annulation of aromatic aldehydes with internal alkynes for accessing isocoumarins is described, which is achieved by oxidation, weak chelation-assisted C-H bond functionalization, and annulation cascades with excellent functional group compatibility, high atom economy, and step efficiency. By using environmentally benign and inexpensive poly(ethylene glycol)-400 (PEG-400), the Co/Cu/PEG-400 system could be recycled and reused.

Decarboxylative [4+2] annulation of arylglyoxylic acids with internal alkynes using the anodic ruthenium catalysis

A new electrochemical decarboxylative [4+2] annulation of arylglyoxylic acids with internal alkynes involving C-H functionalization by means of a cooperative anode and ruthenium catalysis is presented. This reaction represents a mechanistically novel strategy as an ideal supplement to the decarboxylative [4+2] annulation methodology by employing an electrooxidative process to avoid the use of an additional external oxidizing reagent and utilizing H2O as the carboxyl oxygen atom source to be engaged in the synthesis of 1H-isochromen-1-ones.

Cp?Co(III)-Catalyzed Annulation of Carboxylic Acids with Alkynes

A new procedure for oxidative coupling of aromatic and acrylic acids with alkynes has been developed using abundant, nontoxic, and air stable Cp?Co(III) catalyst. The coupling involves initial cyclometalation via weak chelation-assisted C-H bond activation followed by alkyne coordination, insertion, and reductive elimination leading to diverse isocoumarins (α-pyranones) in good yields under mild conditions.

Oxidative Annulation of Arenecarboxylic and Acrylic Acids with Alkynes under Ambient Conditions Catalyzed by an Electron-Deficient Rhodium(III) Complex

It has been established that an electron-deficient CpErhodium(III) complex catalyzes the oxidative [4+2] annulation of substituted arenecarboxylic and acrylic acids with alkynes under ambient conditions (at RT–40 °C, under air) without using excess amounts of substrates to produce the corresponding substituted isocoumarins and α-pyrones in high yields. Minor modification of reaction conditions depending on the coordination ability of alkynes realized the high efficiency.

Rhodium(III)-Catalyzed C-H Activation/Alkyne Annulation by Weak Coordination of Peresters with O-O Bond as an Internal Oxidant

A redox-economic strategy has been developed, involved in an efficient Rh(III)-catalyzed oxidative C-H activation and alkyne annulation with perester as the oxidizing directing group. In this process, the cleavage of an oxidizing O-O bond as an internal oxidant is described for the first time. This reaction could be carried out under mild conditions and exhibits excellent regioselectivity and wide functional groups tolerance.

Ru-catalyzed decarboxylative annulations of α-keto acids with internal alkynes: Dual roles of cooh as directing group and leaving group

Carboxylic acid serving as both directing and leaving group was discovered in Ru-catalyzed decarboxylative annulations of α-keto acids with alkynes. The wellestablished protocol showed high functional group tolerance, which provided an efficient and alter

Rhodium(III)-catalyzed, C-H activated annulation to form isocoumarins and α-pyrones using the O-N bond as an internal oxidant

A mild, efficient and regioselective C-H activation-based intermolecular redox-neutral annulation of O-benzoylhydroxylamines and internal alkynes has been achieved. The protocol employs an O-N bond as the internal oxidant and leads to isocoumarins and α-pyrones.

Regioselective synthesis of isocoumarins by ruthenium-catalyzed aerobic oxidative cyclization of aromatic acids with alkynes

The highly regioselective aerobic oxidative cyclization of aromatic, heteroaromatic and alkenyl acids with alkynes in the presence of catalytic amounts of [{RuCl2(p-cymene)}2], AgSbF6 and Cu(OAc)2·H2O