42768-87-6

Upstream product

• 110-00-9 furan 
• 2562-37-0 1-nitrocyclohexene 
• 116672-76-5 carbomethoxy-2 (furyl-2)-2 cyclohexanone 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 41302-34-5 2-(methoxycarbonyl)cyclohexanone 
• 286-20-4 cyclohexane-1,2-epoxide 
• 822-87-7 2-Chlorocyclohexanone 

Downstream Products

• 1239335-13-7 (1R,2S)-4-methoxy-N-(2-furanylcyclohexyl)aniline 

Relevant academic research and scientific papers

Oxidation of Nonactivated Anilines to Generate N-Aryl Nitrenoids

A low-temperature, protecting-group-free oxidation of 2-substituted anilines has been developed to generate an electrophilic N-aryl nitrenoid intermediate that can engage in C-NAr bond formation to construct functionalized N-heterocycles. The exposure of 2-substituted anilines to PIFA and trifluoroacetic acid or 10 mol percent Sc(OTf)3 triggers nitrenoid formation, followed by productive and selective C-NAr and C-C bond formation to yield spirocyclic- or bicyclic 3H-indoles or benzazepinones. Our experiments demonstrate the breadth of these oxidative processes, uncover underlying fundamental elements that control selectivity, and demonstrate how the distinct reactivity patterns embedded in N-aryl nitrenoid reactive intermediates can enable access to functionalized 3H-indoles or benzazepinones.

Diversity-Oriented Synthesis of Bioactive Azaspirocycles

A collection of novel azaspirocyclic β-arylethylamines was prepared in good yield and excellent diastereoselectivity by an expedient strategy that features condensation of a cyclic ketone with an amino allylsilane and a tandem aza-Sakurai cyclization to generate several different spirocyclic N-heterocycles. Subsequent elaboration of the spirocyclic scaffold was achieved via Pictet-Spengler cyclizations, Suzuki cross-coupling reactions, N-functionalizations, and olefin refunctionalization reactions to create a diverse library of compounds, several of which have nanomolar affinity for the sigma 1 receptor and transmembrane protein 97 (TMEM97).

Chemo- and Regioselective Asymmetric Friedel-Crafts Reaction of Furans and Thiophenes with α,β-Unsaturated Aldehydes through Dual Activation

A highly chemo- and regioselective Friedel-Crafts alkylation reaction of furans and thiophenes has been developed, which relies on the activation from the remote conjugated Mukaiyama silyl enol ether motif. Excellent enantioslectivity is generally obtained in reactions with α,β-unsaturated aldehydes under the well-established iminium ion catalysis of a chiral secondary amine.

New method for the preparation of 2-aryl-and 2-heteroarylcyclohexanones. Synthesis of 6,7,8,9-tetrahydro-5H-1,3-dioxolo[4,5-b]carbazole

2-Aryl- and 2-heteroarylcyclohexanones were prepared through 1,4-addition of lithiated species to 1-nitro-1-cyclohexene followed by Nef reaction in good yields. As a synthetic application of this method, 6,7,8,9-tetrahydro-5H-1,3-dioxolo[4,5-b]carbazole was synthesized.

NOUVELLE METHODE DE SYNTHESE DES (FURYL-2)-2 CYCLANONES

A high yield new synthesis of 2-(2-furyl)-cycloalkanones is described.The first step consists in a condensation of 2,5-dimethoxy-2,5-dihydro-furan with various cyclic β-ketoesters in acidic medium.The decarboalkoxylation is then realised in the presence o

A CONVENIENT SYNTHESIS OF 2-(2-FURYL)-CYCLOALKANONES : AN APPLICATION TO BENZOPHENANTHRIDONE RING FORMATION

An easy, high yield synthesis of 2-(2-furyl)-cycloalkanones is described in conjunction with an integrated strategy to a useful construction of benzophenanthridone alkaloid analogs.

REACTION OF CONJUGATED NITRO OLEFINS WITH AROMATIC COMPOUNDS: A NEW ACYLMETHYLATION OF AROMATIC COMPOUNDS

Reaction of conjugated nitro olefins with aromatic compounds, followed by hydrolytic treatment, gives acylmethylated aromatic compounds in good yield.