210558-21-7

Upstream product

• 1178773-70-0 C₁₄H₁₀BrClO 
• 1864-94-4 phenyl formate 
• 88-67-5 2-Iodobenzoic acid 
• 766-83-6 m-chlorophenylacetylene 
• 1382352-96-6 C₁₅H₁₀ClIO₂ 
• 535-80-8 3-chlorobenzoate 
• 89-51-0 Homophthalic acid 
• 618-46-2 m-Chlorobenzoyl chloride 
• 7127-19-7 2-phenyl-1,3-oxazoline 
• 934001-82-8 1-(bromoethynyl)-3-chlorobenzene 
• 65-85-0 benzoic acid 

Downstream Products

• 176972-39-7 2-(3'-chlorobenzoyl)methylbenzoic acid 

Relevant academic research and scientific papers

Sulfoxonium Ylides as Carbene Precursors: Rhodium(III)-Catalyzed Sequential C?H Functionalization, Selective Enol Oxygen-Atom Nucleophilic Addition, and Hydrolysis

Herein, we report a protocol for Rh(III)-catalyzed annulation reactions between oxazolines and sulfoxonium ylides via a sequence involving C?H activation, selective enol oxygen-atom nucleophilic addition, and hydrolysis. This practical, operationally simple protocol has a wide substrate range, excellent regioselectivity, and moderate to good yields.

Rhodium catalyzed carbon-hydrogen bond activation reaction for synthesizing isocoumarin derivative

The invention belongs to the technical field of fine chemicals, and particularly relates to a preparation method of an isocoumarin derivative, and the isocoumarin derivative is a compound shown as a formula (I).

Palladium-Catalyzed Sequential Nucleophilic Addition/Oxidative Annulation of Bromoalkynes with Benzoic Acids to Construct Functionalized Isocoumarins

An efficient and robust protocol for the preparation of 3-substituted isocoumarins via palladium-catalyzed nucleophilic addition/oxidative annulation of bromoalkynes with benzoic acids has been developed. Remarkably, preliminary mechanistic studies indicated that the transformation might proceed via a stereo- and regioselective nucleophilic addition and C-H functionalization procedure.

Palladium-catalyzed carbonylative synthesis of isocoumarins and phthalides by using phenyl formate as a carbon monoxide source

A simple and efficient palladium-catalyzed intramolecular carbonylative synthesis of isocoumarins and phthalides from the easily available starting materials by employing phenyl formate as a CO surrogate has been achieved. The approach affords target compounds in good to excellent yields with the advantages of lower toxicity, milder conditions, easy operation and wide functional group tolerance.

Regioselective one-pot synthesis of isocoumarins and phthalides from 2-iodobenzoic acids and alkynes by temperature control

Copper-catalyzed coupling reaction of 2-iodobenzoic acids and alkynes such as terminal acetylenes, alkynyl carboxylic acids, and trimethylsilylacetylene selectively afforded isocoumarins and phthalides in the presence of cesium carbonate (Cs2CO3) and dimethyl sulfoxide (DMSO). Among the regioselective products, only the 6-endo-dig product, isocoumarin, was formed at 100 °C, and the 5-exo-dig product, phthalide, was formed as a major product at 25 °C. A variety of alkynes produced the corresponding isocoumarins and phthalides in good yields. A mechanism is suggested in which the formation of 2-alkynylbenzoic acid as an intermediate via Sonogashira-type coupling was ruled out in the reaction pathway. Copyright

New method for the synthesis of lactones via nickel-catalyzed isocyanides insertion

A novel nickel catalyst for the reaction of tert-butyl isocyanide insertion was discovered. In this approach, 1,2-bis(diphenylphosphino)ethane (L3) serves as an efficient ligand, thereby allowing the preparation of lactones from (o-bromophenyl)phenylethanone derivatives. It is noteworthy that this is the first example of nickel acting as a metal catalyst in the reactions of tert-butyl isocyanide insertion. The significance of this methodology may draw many chemists attention in the field of isocyanide-incorporating reactions. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

Palladium-catalyzed synthesis of isocoumarins and phthalides via tert -butyl isocyanide insertion

A novel and highly efficient strategy for the synthesis of isocoumarins and phthalides through a palladium(0)-catalyzed reaction incorporating tert-butyl isocyanide has been developed. This process, providing one of the simplest methods for the synthesis of this class of valuable lactones, involves two steps including cyclization reaction and simple acid hydrolysis. The methodology is tolerant of a wide range of substrates and applicable to library synthesis.

Synthesis of 3-substituted isocoumarins via a cascade intramolecular Ullmann-type coupling-rearrangement process

A simple and highly efficient strategy for the synthesis of 3-substituted isocoumarins through a copper(I)-catalyzed reaction of 1-(2-halophenyl)-1,3- diones has been developed. The procedure is based on a cascade copper-catalyzed intramolecular Ullmann-type C-arylation and rearrangement process. This methodology is tolerant of a wide range of substrates and applicable to library synthesis.

3-Substituted isocoumarins as thymidine phosphorylase inhibitors

3-Substituted isocoumarins 1-19 were synthesized and evaluated for their thymidine phosphorylase inhibitory activity. Eight (8) compounds exhibited a varying degree of inhibitory activity towards thymidine phosphorylase from E. coli with IC50 values between 61- 402 μM. The activities were compared with the standard 7-deazaxanthine (IC50 = 39.28 ± 0.76 μM).