42974-01-6

Upstream product

• 108-86-1 bromobenzene 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 66003-76-7 Diphenyliodonium triflate 
• 108-90-7 chlorobenzene 
• 36041-76-6 cis- and trans-4-tert-butyl-2-chlorocyclohexanone 
• 16508-33-1 cis-4-tert-butyl-2-chlorocyclohexanone 
• 15175-18-5 trans-4-tert-butyl-2-chloro-cyclohexanone 
• 42974-01-6 (2R*,4S*)-4-(t-butyl)-2-phenyl-1-cyclohexanone 
• 1114817-69-4 2-(methylthio)-1-(4-cyanophenyl)-1-ethanone 
• 98-52-2 4-(1,1-dimethylethyl)-cyclohexanol 

Downstream Products

• 80992-56-9 cis-4-t-butyl-6-phenyl-4-hexenal 
• 80992-55-8 trans-4-t-butyl-6-phenyl-4-hexenal 
• 83324-35-0 cis-2-phenyl-4-t-butyl-cyclohexanone-anti-phenylhydrazone 
• 74456-83-0 ((4S,6R)-4-tert-Butyl-6-phenyl-cyclohex-1-enyl)-phenyl-diazene 
• 74456-93-2 1-hydroperoxy-1-phenylazo-2-methyl-4-t-butyl-6-phenylcyclohexane 
• 74456-92-1 (2R,4S,6R)-4-tert-Butyl-2-methyl-6-phenyl-cyclohexanone 
• 74456-92-1 (2S,4S,6R)-4-tert-Butyl-2-methyl-6-phenyl-cyclohexanone 
• 74456-91-0 (2S,4S,6R)-4-tert-Butyl-2-phenyl-6-p-tolyl-cyclohexanone 
• 74456-91-0 (2R,4R,6R)-4-tert-Butyl-2-phenyl-6-p-tolyl-cyclohexanone 
• 74456-88-5 N-[(2R,4R,6R)-4-tert-Butyl-2-phenyl-6-p-tolyl-cyclohex-(Z)-ylidene]-N'-phenyl-hydrazine 
• 1443-80-7 4-cyanophenyl methyl ketone 
• 1114817-79-6 p-cyano-α,α-di(methylthio)acetophenone 

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.

I(III)-catalyzed oxidative cyclization - Migration tandem reactions of unactivated anilines

An I(III)-catalyzed oxidative cyclization-migration tandem reaction using Selectfluor as the oxidant was developed that converts unactivated anilines into 3H-indoles is reported herein. The reaction requires as little as 1 mol % of the iodocatalyst and is mild, tolerating pyridine and thiophene functional groups, and the dependence of the diastereoselectivity of the process on the identity of the iodoarene or iodoalkane precatalyst suggests that the catalyst is present for the stereochemical determining C-N bond forming step.

An activated catalyst RhH(PPh3)4-dppe-Me 2S2 for α-methylthiolaton of α-phenyl ketones

In the presence of catalytic amounts of RhH(PPh3)4, 1,2-bis(diphenylphosphino)ethane (dppe), and dimethyl disulfide, cyclic and acyclic α-phenyl ketones reacted with p-cyano-α- methylthioacetophenone giving α-methylthio-α-phenylketones. The activated catalyst containing dimethyl disulfide was effective for the α-methylthiolation reaction of these less reactive substrates.

Synthesis of medium-bridged twisted lactams via cation-π control of the regiochemistry of the intramolecular Schmidt reaction

(Chemical Equation Presented) Medium-bridged twisted amides can be synthesized by the intramolecular Schmidt reaction of 2-azidoalkyl ketones. In these reactions, the regiochemistry of the Schmidt reaction is diverted into a typically disfavored pathway b

Enantioselective α-arylation of cyclohexanones with diaryl iodonium salts: Application to the synthesis of (-)-epibatidine

(Chemical Equation Presented) Short cut: Direct asymmetric α-arylation of prochiral ketones has been effected using chiral lithium amide bases and diaryl iodonium salts. The methodology has been employed in a short total synthesis of the alkaloid (-)-epibatidine (see scheme).

Influence of Ring Size on Geminal Interproton Coupling Constants in Exocyclic Methylene Groups

In systems where substituent effects are constant, there is a well defined trend in the magnitude of geminal interproton coupling constants in exocyclic methylene groups with ring size.Reduction of ring size from six to five to four results in a monotonic reduction in the magnitude of Jgem.These trends apply to methylenecycloalkanes, methylenebenzocycloalkenes and α-methylenecycloalkanones.There is an indication that the trend does not continue for methylenecyclopropanes.A number of new exocyclic-methylene compounds have been designed and synthesized to provide specific experimental data.

KINETICALLY DISTINCT TRIPLETS IN THE PHOTOREARRANGEMENT OF 2-PHENYLCYCLOHEXANONE TO cis- AND trans-6-PHENYL-5-HEXENALS

A reinvestigation of the photochemistry of 2-phenylcyclohexanone reveals that the two aldehyde products, cis- and trans-6-phenyl-5-hexenal, come from triplets of different lifetimes.That the two distinct triplets are not simply the two conformers with phe