229028-02-8

Upstream product

• 749874-24-6 2-ethynyl-4-fluorobenzaldehyde 
• 1418758-57-2 C₁₂H₁₅FOSi 
• 59142-68-6 2-bromo-4-fluorobenzaldehyde 
• 229027-89-8 (2-bromo-4-fluorophenyl)methanol 
• 1422-53-3 2-bromo-4-fluorotoluene 
• 229027-95-6 {4-Fluoro-2-[2-(triisopropylsilyl)ethyn-1-yl]phenyl}methanol 
• 61150-57-0 2-bromo-4-fluorobenzyl bromide 

Downstream Products

• 1418758-82-3 (1'S,4R)-N-(3,5-dimethoxyphenyl)-6',7-difluoro-3'H-spiro[chroman-2,1'-isobenzofuran]-4-amine 
• 1418758-83-4 (1'S,4R)-7-bromo-N-(3,5-dimethoxyphenyl)-6'-fluoro-3'H-spiro[chroman-2,1'-isobenzofuran]-4-amine 
• 1418758-84-5 (1'S,4R)-N-(3,5-dimethoxyphenyl)-6'-fluoro-7-methyl-3'H-spiro[chroman-2,1'-isobenzofuran]-4-amine 

Relevant academic research and scientific papers

Au(I)/(R)-BINOL-Ti(IV) concerted catalyzed asymmetric cascade cycloaddition reaction of arylalkynols

An efficient catalytic asymmetric cascade cycloaddition reaction of arylalkynols with dioxopyrrolidines was developed. This reaction was achieved using Au(I) and (R)-BINOL-Ti(IV) bimetallic catalysts and exclusively delivered a series of chiral oxo-bridged bicyclic benzooxacine compounds in up to 86% yield with 96% ee as well as >33:1 dr. Meanwhile, three new σ bonds and three new stereogenic centers were formed in a one-pot process.

Substituent-Controlled Divergent Cascade Cycloaddition Reactions of Chalcones and Arylalkynols: Access to Spiroketals and Oxa-Bridged Fused Heterocycles

Herein, we report substituent-controlled divergent cascade cycloaddition reactions of chalcones and arylalkynols in the presence of PtI2. Depending on the substituent on the chalcone, either spiroketals or oxa-bridged fused heterocycles could be obtained in the ranges of 86–97% and 87–95% yields under identical reaction conditions. Control experiments were carried out to elucidate the origin of the high chemoselectivity. These provide a method for the synthesis of a diverse array of structurally complex oxygen-containing heterocycles. (Figure presented.).

A new and facile approach to 1,2-dihydroisoquinolin-3(4: H)-imines by the Cu(i)-catalyzed reaction of 2-ethynylbenzyl methanesulfonates, sulfonyl azides and amines

A new, step-economical and operationally simple access to unsubstituted 1,2-dihydroisoquinolin-3(4H)-imines by Cu-catalyzed MCRs under mild conditions is described. In addition, selective hydrolysis of imines to the corresponding 1,2-dihydroisoquinolin-3(4H)-ones under refluxed conc. HCl has also been investigated.

Direct access to enantioenriched spiroacetals through asymmetric relay catalytic three-component reaction

The gold(I)/chiral Br?nsted acid relay catalysis enabled a highly stereoselective three-component reaction of salicylaldehydes, anilines, and alkynols to give aromatic spiroacetals in high yields and stereoselectivities.

Coupling reactions of ortho-substituted halobenzenes with alkynes. The synthesis of phenylacetylenes and symmetrical or unsymmetrical 1,2-diphenylacetylenes

The Pd- or Pd/Cu-catalyzed coupling reactions of halobenzenes bearing the methyl, hydroxymethyl, acetoxymethyl, methoxycarbonyl, or both methoxy and 4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl groups in the ortho-position with gaseous or metallated acetylene, (trialkylsilyl)acetylenes, and arylacetylenes have been systematically studied. Various functionalized aryl- or diarylacetylenes have been synthesized in good to excellent yields. Whereas additional fluoro, nitro, or methoxy group attached to the benzene ring does not interfere in the coupling reactions, the presence of a methoxycarbonyl requires a careful optimization of reaction conditions to achieve moderate yields.