71644-60-5

Upstream product

• 533-58-4 2-Iodophenol 
• 201230-82-2 carbon monoxide 
• 501-65-5 diphenyl acetylene 
• 176246-68-7 3-bromo-4-phenyl-2H-chromen-2-one 
• 98-80-6 phenylboronic acid 
• 952202-64-1 3-bromo-2-oxo-2H-chromen-4-yl trifluoromethanesulfonate 
• 345948-98-3 3-bromo-4-tosyloxy-coumarin 
• 24486-06-4 O-phenyl-N,N-diethyl thiocarbamate 
• 108-95-2 phenol 
• 117-99-7 2-Hydroxybenzophenone 
• 1333483-14-9 N-methyll-N-(phenylethylnyl)methanesulfonamide 
• 5661-50-7 N-(phenoxy)acetamide 
• 100954-03-8 phenyl 3-phenylprop-2-ynoate 
• 66003-76-7 Diphenyliodonium triflate 

Relevant academic research and scientific papers

Regio- And diastereoselective synthesis of: Trans -3,4-diaryldihydrocoumarins via metal-free [4+2] annulation of ynamides with o -hydroxybenzyl alcohols

An efficient regio- and diastereoselective method for the construction of valuable trans-3,4-diaryldihydrocoumarins via metal-free [4+2] annulation of ynamides with o-hydroxybenzyl alcohols has been developed. Ynamides are first treated as 2-π partners to react with o-hydroxybenzyl alcohols via traceless sulfonamide directing groups, affording trans-3,4-diaryldihydrocoumarins in good yields with high regio- and diastereoselectivities. This metal-free methodology is also characterized by a wide substrate scope, good functional group tolerance, and efficiency on a gram scale.

The light “on-off” stepwise one-pot method for 3,4-diaryl coumarins with potential AIE properties

An efficient one-pot method involving visible-light-induced cyclization and Pd-catalyzed Suzuki cross-coupling processes to construct 3,4-diaryl coumarins is developed. Under the light on-off optimized conditions, a series of alkynoates and aryl boronic a

Multicomponent Synthesis of Iminocoumarins via Rhodium-Catalyzed C - H Bond Activation

We herein establish a multicomponent annulation method for the synthesis of valuable iminocoumarins using aryl thiocarbamates, internal alkynes, and sulfonamides as starting materials, which are safe and readily available. The key step is a Rh-catalyzed a

Zn(II)-Catalyzed One-Pot Synthesis of Coumarins from Ynamides and Salicylaldehydes

A highly efficient and straightforward synthesis of diversely substituted coumarins from ynamides and salicylaldehydes in the presence of Zn(II) catalyst has been developed. The sulfonamide moiety of ynamides was successfully recycled in this process, serving as an effective traceless directing group for high regioselectivity in the bond-forming event. The advantages of this protocol are good functional group tolerance, broad substrate scope, simple and high-yielding reaction, recovery/reuse of the sulfonamides, low catalyst loading of inexpensive catalyst, and, by these merits, a more cost-effective and greener process.

Visible-light-driven copper-catalyzed aerobic oxidative cascade cyclization of N-tosylhydrazones and terminal alkynes: Regioselective synthesis of 3-arylcoumarins

We present the first example of sustainable, intuitive, highly regioselective, visible-light-driven copper catalyzed aerobic oxidative cascade cyclization of N-tosylhydrazones with terminal alkynes for the preparation of 3-arylcoumarins at room temperature. This operationally simple methodology has been successfully applied to a wide range of N-tosylhydrazones and alkynes (49 examples), and proceeds well to afford biologically active compounds, such as monoamine oxidase B (MAO-B) inhibitor and horseradish peroxidase (HRP) inhibitor, in satisfactory yields under mild conditions. Furthermore, mechanistic studies suggest that the reaction proceeds via a copper(ii)-superoxo or -peroxo complex mediated oxidative annulation of terminal alkynes, as evidenced by 18O2 isotopic-labelling experiments.

Synthesis of Polycyclic Heteroaromatic Coumarins via Photoinduced Dehydrogenative Annulation of 4-Phenyl-3-heteroarylcoumarins

An efficient, oxidant and metal-free synthesis of polycyclic heteroaromatic coumarins was developed. H-Furo[2′,3′:3,4]naphtho[2,1-c]chromen-4-one (2a-2f), 1H-benzofuro[2′,3′:3,4]naphtho[2,1-c]chromen-1-one (2g-2j), and 4H-thieno[2′,3′:3,4]naphtho[2,1-c]ch

One-pot preparation of 4-aryl-3-bromocoumarins from 4-aryl-2-propynoic acids with diaryliodonium salts, TBAB, and Na2S2O8

Various 4-aryl-3-bromocoumarins were smoothly obtained in moderate yields in one pot by treating 3-aryl-2-propynoic acids with diaryliodonium triflates and K2CO3 in the presence of CuCl, followed by the reaction with tetrabutylammoni

Method for synthesizing coumarin compound in one step

The invention discloses a method for synthesizing a coumarin compound in one step. Starting from simple and easy-to-obtain starting materials, the method disclosed by the invention cost-efficiently and efficiently synthesizes the 3,4-substrituted coumarin compound under mild conditions. With phenol as a material, a phenoxyamide compound is obtained, the phenoxyamide compound, carbon monoxide and alkyne are heated to 45 DEG C to 70 DEG C under normal pressure, so that reaction takes place, and thereby the 3,4-substrituted coumarin compound is obtained in one step. In reaction, an external oxidant does not need to be added, conditions are mild, the reaction yield is high, and the adaptability is good. In case of reaction with asymmetric alkyne, the 3-site and the 4-site of the obtained coumarin compound have unique selectivity.

Microwave-assisted cyclization under mildly basic conditions: Synthesis of 6 h -benzo [c] chromen-6-ones and their 7,8,9,10-tetrahydro analogues

Aryl 2-bromobenzoates and aryl 2-bromocyclohex-1-enecarboxylates are cyclized by microwave irradiation in dimethylformamide in the presence of K2CO3 to give the corresponding 6H-benzo[c]chromen-6-ones and their 7,8,9,10-tetrahydro analogues, respectively, in 50-72% yields. Aryl 3-bromoacrylates are also converted into 2H-chromen-2-ones under the employed conditions.

Nickel-Catalyzed Arylative Carboxylation of Alkynes with Arylmagnesium Reagents and Carbon Dioxide Leading to Trisubstituted Acrylic Acids

Nickel-catalyzed arylcarboxylation of alkynes with arylmagnesium reagents and carbon dioxide (CO2, 1 atm) was realized in one pot. Various trisubstituted acrylic acids within an aryl group at the β-position have been prepared efficiently with good regioselectivity under mild conditions. The resulting products could be further transformed to benzoannelated cycles retaining CO2 as a one-carbon synthon.