226090-15-9

Upstream product

• 2949-26-0 2-ethynylnaphthalene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 38846-64-9 2-ethynylbenzaldehyde 
• 77123-58-1 2-[2-(trimethylsilyl)ethynyl]benzaldehyde 
• 612-55-5 2-iodonaphthalene 
• 468751-38-4 ortho-(phenylsulfonylmethyl)benzaldehyde 
• 226090-10-4 2-(2-naphthalen-2-ylethynyl-phenyl)-[1,3]dioxolane 
• 226089-80-1 2-(2-benzenesulfonylmethyl-phenyl)-[1,3]dioxolane 

Downstream Products

• 1389315-63-2 2-benzyl-4-bromo-3-(2-naphthyl)isoquinolin-1(2H)-one 
• 226090-14-8 2-[2-(2-{2-[2-(2-naphthalen-2-ylethynyl-phenylethynyl)-phenylethynyl]-phenylethynyl}-phenylethynyl)-phenyl]-[1,3]dioxolane 
• 226090-13-7 2-(2-{2-[2-(2-naphthalen-2-ylethynyl-phenylethynyl)-phenylethynyl]-phenylethynyl}-phenyl)-[1,3]dioxolane 
• 226090-18-2 2-{2-[2-(2-naphthalen-2-ylethynyl-phenylethynyl)-phenylethynyl]-phenylethynyl}-benzaldehyde 
• 226090-12-6 2-{2-[2-(2-naphthalen-2-ylethynyl-phenylethynyl)-phenylethynyl]-phenyl}-[1,3]dioxolane 
• 226090-17-1 2-[2-(2-naphthalen-2-ylethynyl-phenylethynyl)-phenylethynyl]-benzaldehyde 
• 226090-11-5 2-[2-(2-naphthalen-2-ylethynyl-phenylethynyl)-phenyl]-[1,3]dioxolane 

Relevant academic research and scientific papers

Silver/Rhodium Relay Catalysis Enables C?H Functionalization of In Situ Generated Isoquinolines with Sulfoxonium Ylides: Construction of Hexahydrodibenzo[a,g]quinolizine Scaffolds

Employing silver/rhodium relay catalysis strategy, an intramolecular electrophilic cyclization and C?H activation followed by cascade hydrogenation and reductive amination has been developed. The acylmethylated isoquinoline derivatives could be afforded with broad substrate scope in 23–88% yields, which could be further transformed to the core skeleton of hexahydrodibenzo[a,g]quinolizine as drug-candidates. Moreover, this reaction was achieved in a gram-scale. A reasonable reaction mechanism has been proposed based on a series of control and KIE experiments. (Figure presented.).

Catalytic asymmetric three-component reaction of 2-alkynylbenzaldehydes, amines, and dimethylphosphonate

An efficient enantioselective synthesis of cyclic α-aminophosphonates via multicomponent reactions of 2-alkynylbenzaldehydes, amines, and dimethylphosphonate has been developed with the use of a chiral silver spirocyclic phosphate as the catalyst. This protocol provides straightforward access to a series of chiral C1-phosphonylated 1,2-dihydroisoquinoline derivatives with high yields (up to 99%) and high enantioselectivities (up to 94% ee) for a broad substrate scope. The products could be further transformed into densely functionalized compounds and corresponding α-aminophosphonic acids.

Silver-Catalyzed Sequential Cascade Reaction of Isocyanides with 1-(2-Ethynyl-phenyl)-prop-2-yn-1-ol: Access to Benzo[b]fluorenes and Benzofuran-Pyrroles

A silver-catalyzed cycloaromatization of 1-(2-ethynyl-phenyl)-prop-2-yn-1-ol with isocyanides efficiently provides benzo[b]fluorene and benzofuran-pyrrole derivatives through a modular cascade reaction that includes a nucleophilic attack on the diyne substrate. A C?C cross-coupling/oxygen transportation/Diels-Alder/hydrogen shift/isomerization cascade mechanistic pathway is proposed. (Figure presented.).

Cobalt-catalyzed regioselective syntheses of indeno[2,1-: C] pyridines from nitriles and diynes bearing propargyl fragments

A highly efficient CoI2/o-phenanthroline catalyzed cycloaddition reaction of diynes bearing TBS protected propargylic alcohol fragments with nitriles has been developed. This methodology offers regioselective access, with good functional group tolerance, to various indeno[2,1-c]pyridine derivatives in moderate to excellent yields. It was found that o-phenanthroline as a bidentate nitrogen ligand showed high efficacy in this cycloaddition reaction.

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.

A CuBr-mediated aerobic reaction of 2-alkynylbenzaldehydes and primary amines: Synthesis of 4-bromoisoquinolones

A method for synthesis of 4-bromoisoquinolones has been developed starting from 2-alkynylbenzaldehydes and primary amines mediated by CuBr under an O 2 atmosphere, where CuBr plays multiple roles to facilitate the present reactions.

Integrated Chemical Process: One-Pot Double Elimination Method for Acetylenes

A novel one-pot process for synthesis of acetylenes has been achieved in which the following series of steps are integrated: addition of an α-anion of sulfone to aldehyde; trapping of the resulting adduct to incorporate a leaving group, and double elimination of this intermediate. Consolidation of Peterson elimination renders the process much simpler. This method provides a convenient and high-yielding access to a variety of enynes and polyynes as well as to functionally substituted aryl acetylenes containing halogen(s) or acetal groups, which are useful building blocks for aryl acetylene scaffolds. Iteration of the one-pot generation of acetylenic bonds provides a new metodology for the buildup of aryl acetylene skeletons.