1330631-53-2

Upstream product

• 6746-94-7 Cyclopropylacetylene 
• 38127-47-8 2-bromocyclohex-1-ene-1-carbaldehyde 

Downstream Products

• 1330631-13-4 1-(cyclopropylethynyl)-2-(2-methylprop-1-en-1-yl)cyclohex-1-ene 
• 1616874-56-6 dimethyl 3-(cyclopropylmethyl)-2-phenyl-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate 
• 1616874-75-9 dimethyl 3-(1,4-diiodobut-1-enyl)-2-phenyl-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate 
• 1616874-15-7 dimethyl (2-(cyclopropylethynyl)cyclohex-1-enyl)-(phenylamino)methylphosphonate 
• 1616874-16-8 dimethyl (2-(cyclopropylethynyl)cyclohex-1-enyl)(4-methoxyphenylamino)methylphosphonate 
• 1616874-17-9 dimethyl (4-chlorophenylamino)(2-(cyclopropylethynyl)cyclohex-1-enyl)methylphosphonate 
• 1616874-57-7 dimethyl 3-(cyclopropylmethyl)-2-(4-methoxyphenyl)-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate 
• 1616874-58-8 dimethyl 2-(4-chlorophenyl)-3-(cyclopropylmethyl)-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate 

Relevant academic research and scientific papers

An Alkyne Diboration/6π-Electrocyclization Strategy for the Synthesis of Pyridine Boronic Acid Derivatives

A new and efficient synthesis of pyridine-based heteroaromatic boronic acid derivatives is reported through a novel diboration/6π-electrocyclization strategy. This method delivers a range of functionalized heterocycles from readily available starting materials.

Design and Synthesis of Fused Pyridine Building Blocks for Automated Library Generation

We demonstrate that a diboration-electrocyclization sequence provides access to a range of pyridine-fused, small-molecule boronic ester building blocks, and that these are amenable to high-throughput synthesis leading to biaryl and ether-linked compound libraries. Moreover, the implementation of an integrated physicochemical and ADME profiling workflow allows accelerated design of novel lead compounds for application in drug-discovery projects.

Formation of condensed 1 H-pyrrol-2-ylphosphonates and 1,2-dihydropyridin- 2-ylphosphonates via Kabachnik-fields reaction of acetylenic aldehydes and subsequent 5-exo-dig or 6-endo-dig cyclizations

Kabachnik-Fields reactions of various carbocyclic or heterocyclic acetylenic aldehydes together with subsequent Lewis acid catalyzed cyclizations have been studied. It was found that 5-exo-dig versus 6-endo-dig cyclization mode strongly depends on the structure of starting materials. Thus, nonaromatic acetylenic α-anilinomethylphosphonates underwent gold(III)-catalyzed or iodine-mediated 5-exo-dig cyclization to 1H-pyrrol-2-ylphosphonates. In contrast, electron-withdrawing heteroaromatic substrates formed 1,2-dihydropyridin-2-ylphosphonate ring containing materials via an exclusive 6-endo-dig ring-closure process. The dual mode of cyclization is possible only for α-amino (2-alkynylphenyl)methylphosphonates containing a benzene ring.

Gold(I)-catalyzed tandem cyclization-selective migration reaction of 1,3-dien-5-ynes: Regioselective synthesis of highly substituted benzenes

Highly substituted benzene derivatives have been easily prepared in a regioselective way from readily available 1,3-hexadien-5-ynes through a gold(I)-catalyzed tandem reaction. The process involves an initial cyclization followed by a selective Wagner-Meerwein shift in which the migration preference seems to be determined by the ability to stabilize a positive charge.