56552-68-2

Upstream product

• 129-64-6 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 
• 62-53-3 aniline 
• 2746-19-2 (1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 
• 941-69-5 N-phenyl-maleimide 
• 542-92-7 cyclopenta-1,3-diene 
• 108-31-6 maleic anhydride 
• 2182-38-9 2-methyl-2-(N-phenylamino)propanenitrile 
• 53193-34-3 3-endo-(N-phenylcarbamoyl)bicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid 

Downstream Products

• 464189-28-4 (1R,2R,6S,7S)-4-phenyl-2-trimethylsilyl-4-azatricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione 
• 67094-30-8 (1R,2S,6R,7S)-2-methyl-4-phenyl-4-azatricyclo[5.2.1.0^2,9]dec-8-ene-3,5-dione 
• 107798-26-5 exo-5-(dimethylchlorosilyl)bicyclo<2.2.1>heptane-exo-2,3-dicarboxylic N-phenylimide 
• 19626-86-9 C₁₅H₁₃NO₃ 
• 71214-84-1 endo-2-methyl-4-phenyl-4-azatricyclo<5.2.1.0^2,6>dec-8-ene-3,5-dione 
• 79733-70-3 endo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.0^2,6>dec-8-ene-3,5-dione 
• 79681-19-9 exo-2,6-dimethyl-4-phenyl-4-azatricyclo<5.2.1.0^2,6>dec-8-ene-3,5-dione 
• 19626-86-9 5t,6t-epoxy-2-phenyl-(3ac,7ac)-hexahydro-4r,7c-methano-isoindole-1,3-dione 

Relevant academic research and scientific papers

Enhanced Diels-Alder reactions: on the role of mineral catalysts and microwave irradiation in ionic liquids as recyclable media

This manuscript explores in detail the combined effect of solid supports or microwave irradiation in ionic liquids on a series of Diels-Alder reactions involving 1,3-cyclopentadiene and numerous dienophiles.

Lewis acid mediated synthesis of indolizidine derivatives

Here, we have reported a short and efficient BF3·Et2O catalyzed synthesis of indolizidine derivatives. Morever, we have expanded this strategy to synthesize oxa-aza-cyclic derivatives. The stereochemistry of the indolizidine derivative 16 was confirmed by X-ray studies.

Catalytic Living Ring Opening Metathesis Polymerisation: The Importance of Ring Strain in Chain Transfer Agents

A recently developed catalytic living ring opening metathesis polymerisation (ROMP) was investigated using a series of reversible chain transfer agents (CTA) carrying either cyclopentene or cyclohexene rings, differing only in ring strain. All cyclopentene derivatives examined showed significantly faster reaction rates than the corresponding cyclohexene derivatives. This resulted in lower molecular weight dispersities and better control of the molecular weight for the cyclopentene compared to the cyclohexene CTAs. Both Grubbs’ second and third generation catalysts could be employed in catalytic living ROMP using cyclopentene CTA derivatives. The kinetics of different CTAs were studied, block copolymers were synthesised and residual ruthenium quantified by ICP-OES. All polymers were fully characterised by NMR, GPC and MALDI-ToF mass spectrometry. The new cyclopentene CTAs are readily synthesised in a few straightforward steps and provide faster reaction kinetics than all previously reported reversible CTAs.

Mechanochemical Grinding Diels-Alder Reaction: Highly Efficient and Rapid Access to Bi-, Tri-, and Tetracyclic Systems

Grinding of various electron-deficient dienophiles with diverse dienes in a pestle and mortar for 1-15 minutes afforded the corresponding Diels-Alder adducts in quantitative yields under catalyst-free and solvent-free conditions, without the necessity for

ANTAGONISTS OF THE THYROID-STIMULATING HORMONE RECEPTOR (TSHR)

The invention relates to chemical compounds that are useful in the treatment of a subject afflicted by a thyroid disease, in particular to compounds that exhibit activity as thyroid-stimulating hormone receptor (TSHR) antagonists and their use in the trea

Design, Synthesis, and Self-Assembly of Polymers with Tailored Graft Distributions

Grafting density and graft distribution impact the chain dimensions and physical properties of polymers. However, achieving precise control over these structural parameters presents long-standing synthetic challenges. In this report, we introduce a versatile strategy to synthesize polymers with tailored architectures via grafting-through ring-opening metathesis polymerization (ROMP). One-pot copolymerization of an ω-norbornenyl macromonomer and a discrete norbornenyl comonomer (diluent) provides opportunities to control the backbone sequence and therefore the side chain distribution. Toward sequence control, the homopolymerization kinetics of 23 diluents were studied, representing diverse variations in the stereochemistry, anchor groups, and substituents. These modifications tuned the homopolymerization rate constants over 2 orders of magnitude (0.36 M-1 s-1 homo -1 s-1). Rate trends were identified and elucidated by complementary mechanistic and density functional theory (DFT) studies. Building on this foundation, complex architectures were achieved through copolymerizations of selected diluents with a poly(d,l-lactide) (PLA), polydimethylsiloxane (PDMS), or polystyrene (PS) macromonomer. The cross-propagation rate constants were obtained by nonlinear least-squares fitting of the instantaneous comonomer concentrations according to the Mayo-Lewis terminal model. In-depth kinetic analyses indicate a wide range of accessible macromonomer/diluent reactivity ratios (0.08 1/r2 20), corresponding to blocky, gradient, or random backbone sequences. We further demonstrated the versatility of this copolymerization approach by synthesizing AB graft diblock polymers with tapered, uniform, and inverse-tapered molecular "shapes." Small-angle X-ray scattering analysis of the self-assembled structures illustrates effects of the graft distribution on the domain spacing and backbone conformation. Collectively, the insights provided herein into the ROMP mechanism, monomer design, and homo- and copolymerization rate trends offer a general strategy for the design and synthesis of graft polymers with arbitrary architectures. Controlled copolymerization therefore expands the parameter space for molecular and materials design.

Target Specific Tactics in Olefin Metathesis: Synthetic Approach to cis-syn-cis-Triquinanes and -Propellanes

A concise and simple synthetic approach to cis-syn-cis-triquinanes and -propellanes has been demonstrated via olefin metathesis starting with exo-nadic anhydride. This approach involves a ring-opening and ring-closing metathesis sequence of norbornene derivatives using Grubb's catalyst. Early-stage diallylation of norbornene derivatives is demonstrated followed by ring-closing metathesis that delivers propellanes exclusively. Surprisingly, ring-opening metathesis, late-stage diallylation, followed by ring-closing metathesis delivers triquinane as well as propellane derivatives.

Synthesis and structural characterization of N-Phenyl-5-norbornene-2,3-dicarboximide

The compound N-phenyl-5-norbornene-2,3-dicarboximide (C15H13NO2, Mr = 239.26) was synthesized and characterized by single crystal X-ray diffraction. The crystal belongs to monoclinic, space group P21/c, with a = 9.7534(13), b = 21.395(2), c = 12.0647(14) ?, β = 108.7020(10)°, V = 2384.6(5) ?3, Z = 8, Dc = 1.333 g/cm3, λ = 0.71073 ?, μ(MoKα) = 0.089 mm-1, F(000) = 1008. The final refinement gave R = 0.0741, wR (F2) = 0.1676 for 4,199 observed reflections with I > 2α(I). The structure of the title compound comprises a racemic mixture of chiral molecules containing four stereogenic centres. X-ray diffraction analysis reveals that the cyclohexane ring tends towards a boat conformation, the tetrahydrofuran ring and the dihydrofuran ring adopt envelope conformations. The dihedral angles between the pyrrolidine-2,5-dione plane and the aromatic ring are 65.5 (2)° and 54.9 (2)°, respectively in the two molecules.

Synthesis and structure-property comparisons of hydrogenated poly(oxanorbornene-imide)s and poly(norbornene-imide)s prepared by ring-opening metathesis polymerization

Various structures of poly(norbornene-imide)s and poly(oxanorbornene-imide) s were synthesized and an optimal hydrogenation method was established. The thermal, thermomechanical, mechanical, and optical properties of thus prepared polymers were investigated, together with the structural characteristics shown by wide-angle X-ray scattering patterns. Poly(oxanorbornene-imide)s exhibit local nanostructure caused by intermolecular interactions between the imide and backbone oxygen moiety, which appears to prevent a significant decrease in Tg when compared with poly(norbornene-imide)s. Overall, hydrogenated poly(oxanorbornene-imide)s, obtained with more readily prepared exo-monomer, exhibit similar physical properties when compared with the corresponding hydrogenated poly(norbornene-imide)s. Copyright

Synthesis of Diels-Alder adducts of N-arylmaleimides by a multicomponent reaction between maleic anhydride, dienes, and anilines

We have carried out the synthesis and characterization of some hexahydroisoindolyl benzoic acids and their corresponding ethyl esters by a multicomponent reaction (MCR) between aminobenzoic acids or aminobenzoates, maleic anhydride, and isoprene in the ab