85157-62-6

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 81166-84-9 (2-cyclopropylethynyl)trimethylsilane 
• 623-12-1 4-chloromethoxybenzene 
• 7358-93-2 3‐cyclopropyl‐2‐propynoic acid 
• 5720-07-0 4-methoxyphenylboronic acid 
• 6746-94-7 Cyclopropylacetylene 
• 696-62-8 para-iodoanisole 
• 7152-03-6 p-methoxyphenyl cyclopropyl ketone 
• 150668-46-5 1-((Z)-2-Chloro-1-cyclopropyl-vinyl)-4-methoxy-benzene 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 

Downstream Products

• 862574-83-2 2-cyclopropylethynyl-5-methoxy-benzoic acid 
• 862574-82-1 1-(4-methoxy-phenylethynyl)-cyclopropanecarboxylic acid 
• 1263053-75-3 cyclobutenyl(4-methoxyphenyl)methanone 
• 85157-83-1 2-Cyclopropyl-1-(4-methoxyphenyl)ethanon 
• 85157-81-9 (E)-1-Chlor-1-cyclopropyl-2-(4-methoxyphenyl)ethen 
• 85157-80-8 (E)-1-chloro-2-cyclopropyl-1-(4-methoxyphenyl)ethene 
• 85157-82-0 (Z)-1-chloro-2-cyclopropyl-1-(4-methoxyphenyl)ethene 
• 1416562-14-5 4-cyclopropyl-3-(4-methoxyphenyl)-2-methylisoquinolin-1(2H)-one 
• 1376626-64-0 3-cyclopropylidene-2-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 1376626-92-4 7-(4-methoxyphenyl)-6-phenyl-5-oxaspiro[2.4]hept-6-en-4-one 
• 1376626-79-7 (Z)-2-(1-(4-methoxyphenyl)-2-oxo-2-phenylethylidene)cyclobutanone 
• 1352544-79-6 1,1'-(4-cyclopropyl-3-(4-methoxyphenyl)-5-phenyl-2,5-dihydrofuran-2,2-diyl)diethanone 

Relevant academic research and scientific papers

Palladium-catalyzed dearomative allylation of indoles with cyclopropyl acetylenes: access to indolenine derivatives

A palladium-catalyzed redox-neutral allylic alkylation of indoles with cyclopropyl acetylenes has been disclosed. Various 1,3-diene indolenine framework bearing a quaternary stereocenter at the C3 position were synthesized straightforwardly in good to excellent yields with high regio- and stereoselectivities. The reaction could be further expanded to the dearomatization of naphthols to synthesize functionalized cyclohexadienones with 1,3-diene motifs. The reaction exhibited high atom economy and good functional group tolerance.

Phosphorus(III)-Mediated, Tandem Deoxygenative Geminal Chlorofluorination of 1,2-Diketones

Tetrasubstituted carbon containing two different halogen substituents was constructed in a single-step operation by utilizing the carbene-like reactivity of dioxaphospholene through the tandem reaction of electrophilic and nucleophilic halogenating reagents. It was crucial to devise non-dealkylatable phosphoramidite, which enabled the efficient formation of geminal chlorofluorides from various 1,2-diketones with (PhSO2)2NF and n-Bu4NCl. In addition, selective functionalization of the chlorine substituent was demonstrated, and the absence of halogen scrambling was confirmed.

CsF-Mediated in Situ Desilylation of TMS-Alkynes for Sonogashira Reaction

A practical and mild set of conditions for the Sonogashira reaction utilizing CsF-mediated in situ TMS-alkyne desilylation followed by Sonogashira coupling has been developed for the synthesis of a variety of alkynyl benzenes and heteroarenes in good to excellent yields. This methodology demonstrates excellent functional group tolerance and simple purification, which allows large-scale industrial applications. This one-pot protocol enables a high-yielding Sonogashira coupling with volatile alkynes by avoiding challenging isolation of free alkynes.

Facile Access to Diverse Libraries of Internal Alkynes via Sequential Iododediazoniation/Decarboxylative Sonogashira Reaction in Imidazolium ILs without Ligand or Additive

Convenient access to diverse libraries of internal alkynes via decarboxylative Sonogashira reaction of alkynyl-carboxylic acids with iodoarenes, employing imidazolium-ILs as solvent, along with piperidine-appended imidazolium [PAIM][NTf2] as task-specific basic IL is demonstrated, without the need for any ligand or additive. The feasibility to perform these reactions by sequential one-pot iododediazoniation/decarboxylative Sonogashira reaction is also shown, and the scope of the methods is underscored by providing 29 examples. The potential for recycling and reuse of the IL solvent is also examined.

Decarboxylative/Sonogashira-type cross-coupling using PdCl2(Cy?Phine)2

The PdCl2(Cy?Phine)2 precatalyst containing the meta-terarylphosphine ligand, Cy?Phine, can effectively mediate decarboxylative cross-coupling with a diverse range of (hetero-)aryl, aryl and alkyl chlorides including those with unprotected functionality. Using a facile and robust protocol, this process was extended to the first synthesis of symmetrical di(heteroaryl)alkynes via tandem Sonogashira/decarboxylative cross-coupling of heteroaryl chlorides and propiolic acid.

Ruthenium-catalyzed C-H/O-H and C-H/N-H bond functionalizations: Oxidative annulations of cyclopropyl-substituted alkynes

The chemical behavior of cyclopropyl-substituted alkynes has been probed using the reaction conditions of ruthenium-catalyzed oxidative C-H/O-H and C-H/N-H bond functionalizations. The oxidative annulations proceeded with complete conservation of all cyclopropane fragments and allowed for the one-step preparation of synthetically useful cyclopropyl-substituted isocoumarins and isoquinolones with high regioselectivities and chemical yields. The connectivities of the key heterocyclic products were unambiguously established by X-ray diffraction analysis. The Royal Society of Chemistry.

Lewis acid-catalyzed [3 + 2]Cyclo-addition of alkynes with N -tosyl-aziridines via carbon-carbon bond cleavage: Synthesis of highly substituted 3-pyrrolines

A novel, efficient, and highly regioselective Lewis acid-catalyzed [3 + 2] cycloaddition of alkynes with azomethine ylides, which are easily obtained from N-tosylaziridines via C-C bond heterolysis at room temperature was developed. Moderate enantioselect

Gold(l)-catalyzed ring expansions of unactivated alkynylcyclopropanes to (E)-2-alkylidenecyclobutanamines in the presence of sulfonamides

(Chemical Equation Presented) The ring expansion of cyclopropane derivatives provides a powerful method to construct synthetically useful four-membered carbocycles. Herein, a new type of gold(l)-catalyzed ring expansion of an unactivated alkynylcyclopropane/sulfonamide trapping strategy to (E)-2-alkylidenecyclobutanamines was described. The reaction tolerates a range of aryl and alkyl substituents with moderate to good yields.

Palladium-catalyzed decarboxylative cross-coupling of alkynyl carboxylic acids with arylboronic acids

A highly efficient and mild palladium-catalyzed decarboxylative cross-coupling of aryl boronic acids and alkynyl carboxylic acids for the synthesis of unsymmetrical substituted alkynes is described for the first time.

MODULATORS OF ATP-BINDING CASSETTE TRANSPORTERS

The present invention relates to modulators of ATP-Binding Cassette ("ABC") transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator ("CFTR"), compositions thereof, and methods therewith. The present invention also relates to methods of treating ABC transporter mediated diseases using such modulators (I) or a pharmaceutically acceptable salt thereof, wherein: Ht is a 5-membered heteroaromatic ring containing 1-4 heteroatoms selected from O, S, N or NH, wherein said ring is optionally fused to a 6-membered monocyclic or 10-membered bicyclic carbocyclic or heterocyclic, aromatic or non-aromatic ring, wherein Ht is optionally substituted with w occurrences of -WRw, wherein w is 0-5; ring A is 3-7 membered monocyclic ring having 0-3 heteroatoms selected from O, S, N, or NH, wherein ring A is optionally substituted with q occurrences of QRQ; ring B is optionally fused to 5-6 membered carbocyclic or heterocyclic, aromatic or non-aromatic ring .