566190-87-2

Upstream product

• 38127-47-8 2-bromocyclohex-1-ene-1-carbaldehyde 
• 693-02-7 hex-1-yne 
• 108-94-1 cyclohexanone 

Downstream Products

• 566190-88-3 N'-(2-hex-1-ynyl-cyclohex-1-enylmethylene)-N,N-dimethyl-hydrazine 
• 1220907-43-6 C₂₁H₂₄O₂ 
• 1616874-54-4 dimethyl 3-pentyl-2-phenyl-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate 
• 1616874-14-6 dimethyl (2-(hex-1-ynyl)cyclohex-1-enyl)(4-methoxyphenylamino)methylphosphonate 
• 1616874-74-8 dimethyl 3-(1-iodopent-1-enyl)-2-(4-methoxyphenyl)-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate 
• 1616874-55-5 dimethyl 2-(4-methoxyphenyl)-3-pentyl-4,5,6,7-tetrahydro-2H-isoindol-1-ylphosphonate 
• 1361255-87-9 1-hydroxy-4-(1E)-pent-1-enyl-3-phenyl-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Gold-catalyzed cyclizations of cis-enediynes: Insights into the nature of gold-aryne interactions

Golden aryne? Gold aryne complexes are inferred as transition states in dual gold-catalyzed cyclizations of cis-enediynes (see scheme; DCE=1,2-dichloroethane). They are better described as ortho-aurophenyl cations, which react with weak nucleophiles and undergo facile intramolecular insertions into C(sp3)-H bonds. Indanes, fused heteroarenes, and phenol derivatives are readily prepared using this method. Copyright

Palladium-catalyzed alkoxycarbonylation of conjugated enyne oxiranes: A diastereoselective method for the synthesis of 7-hydroxy-2,3,5-trienoates

Palladium-catalyzed alkoxycarbonylative 1,5-substitution of conjugated enyne oxiranes provides a diastereoselective route to (E)-configured 7-hydroxy-2,3,5-trienoates. The reactions proceeded in a highly stereoselective manner, possibly through sequential

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.

A versatile aminobenzannulation method based on the deprotonation of 2-(1-alkynyl)-benzaldimines and similar 2-aza-2,4-heptadienyl-6-ynes: A multistep rearrangement cascade

Two ring closures, a ring opening, and two intermolecular proton shifts are the crucial steps in a cascade reaction that is triggered by the simple deprotonation of alkynylimines and leads ultimately to aminobenzannulation products (see scheme). The reactions proceed in good to very good yield and with excellent chemoselectivity.

Synthesis of pyrroles through coupling of enyne-hydrazones with fischer carbene complexes

Matrix presented The coupling of enyne-imines with Fischer carbene complexes leads to the formation of alkenylpyrrole derivatives. Maximum yields of pyrrole adducts were obtained using N,N-dimethylhydrazones. A mechanism involving alkyne insertion followe