77412-96-5

Upstream product

• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 66323-98-6 tert-butyl(4-tert-butylcyclohex-1-enyloxy)dimethylsilane 
• 456-64-4 phenyl trifluoromethanesulfonamide 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 358-23-6 trifluoromethylsulfonic anhydride 
• 145100-51-2 N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide 
• 19980-19-9 4-t-butyl-1-trimethylsilyloxy-1-cyclohexene 

Downstream Products

• 96575-68-7 6-(4-tert-butylcyclohexenyl)-Δ²-dihydropyran 
• 96575-67-6 ((E)-2-(4-tert-butylcyclohex-1-enyl)vinyl)benzene 
• 65136-45-0 2-ethyl-1-methyl-1H-indole 
• 155592-25-9 4-tert-Butylcyclohexen-1-yl 1-methylindol-2-yl ketone 
• 133986-12-6 1-(4-tertbutylcyclohex-1-en-1-yl)-3-methylbut-2-en-1-one 
• 93725-77-0 1-(4-tert-butylcyclohex-1-en-1-yl)-4-methylbenzene 
• 33809-30-2 (4-(tert-butyl)cyclohex-1-en-1-yl)(phenyl)methanone 
• 129182-19-0 1-((E)-1-octenyl)-4-tert-butylcyclohex-1-ene 
• 76794-69-9 1-(2-phenylethynyl)-4-tert-butyl-1-cyclohexene 
• 96575-62-1 2-methyl-4-(4-tert-butylcyclohexenyl)but-3-yn-2-ol 
• 3419-73-6 1-phenyl-4-tert-butylcyclohexene 
• 96575-61-0 4-tert-butyl-1-(hex-1-ynyl)cyclohex-1-ene 
• 249278-58-8 [4-tert-butoxycarbonylamino-3-(4-tert-butyl-cyclohex-1-enyl)-but-2-enyl]-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Carbonyl 1,2-transposition through triflate-mediated a-amination

To date, it remains challenging to selectively migrate a carbonyl oxygen within a given molecular scaffold, especially to an adjacent carbon. In this work, we describe a simple one- or two-pot protocol that transposes a ketone to the vicinal carbon. This approach first converts the ketone to the corresponding alkenyl triflate, which can then undergo the palladium- and norbornene-catalyzed regioselective a-amination and ipso-hydrogenation enabled by a bifunctional hydrogen and nitrogen donor. The resulting "transposed enamine" intermediate can subsequently be hydrolyzed to produce the 1,2-carbonyl-migrated product. This method allows rapid access to unusual bioactive analogs through late-stage functionalization.

Synthesis method of enol trifluoromethanesulfonate

The invention provides a synthesis method of enol trifluoromethanesulfonate, which takes ketone compounds, trifluoromethanesulfonic anhydride, alkali and dichloromethane as raw materials, and generates enol trifluoromethanesulfonate through sectional este

Cyclic Alkenylsulfonyl Fluorides: Palladium-Catalyzed Synthesis and Functionalization of Compact Multifunctional Reagents

A series of low-molecular-weight, compact, and multifunctional cyclic alkenylsulfonyl fluorides were efficiently prepared from the corresponding alkenyl triflates. Palladium-catalyzed sulfur dioxide insertion using the surrogate reagent DABSO effects sulfinate formation, before trapping with an F electrophile delivers the sulfonyl fluorides. A broad range of functional groups are tolerated, and a correspondingly large collection of derivatization reactions are possible on the products, including substitution at sulfur, conjugate addition, and N-functionalization. Together, these attributes suggest that this method could find new applications in chemical biology.

Pd-Catalyzed Carbonylation of Vinyl Triflates to Afford α,β-Unsaturated Aldehydes, Esters, and Amides under Mild Conditions

An efficient and general protocol for the synthesis of α,β-unsaturated aldehydes, esters, and amides via carbonylation of vinyl triflates including derivatives of camphor, ketoisophorone, verbenone, and pulegone was developed. Crucial for these transformations is the use of a specific palladium catalyst containing a pyridyl-substituted dtbpx-type ligand. This procedure also allows for an easy access of dicarbonylated products from the corresponding ketones.

The Directed ortho Metalation (D o M)-Cross-Coupling Connection: Synthesis of Polyfunctional Biaryls

A comparative evaluation of the combined directed ortho metalation (D o M)-Suzuki-Miyaura and D o M-Negishi cross-coupling reactions with aryl triflates for the synthesis of substituted biaryls is described. Both ortho -zinc and ortho -boron aryl directed

Multimetallic Ni- and Pd-Catalyzed Cross-Electrophile Coupling to Form Highly Substituted 1,3-Dienes

The synthesis of highly substituted 1,3-dienes from the coupling of vinyl bromides with vinyl triflates is reported for the first time. The coupling is catalyzed by a combination of (5,5′-bis(trifluoromethyl)-2,2′-bipyridine)NiBr2 and (1,3-bis(diphenylphosphino)propane)PdCl2 in the presence of a zinc reductant. This method affords tetra- and penta-substituted 1,3-dienes that would otherwise be difficult to access and tolerates electron-rich and -poor substituents, heterocycles, an aryl bromide, and a pinacol boronate ester. Mechanistically, the reaction appears to proceed by an unusual zinc-mediated transfer of a vinyl group between the nickel and palladium centers.

MACROCYCLIC BROAD SPECTRUM ANTIBIOTICS

Provided herein are antibacterial compounds, wherein the compounds in some embodiments have broad spectrum bioactivity. In various embodiments, the compounds act by inhibition of bacterial type 1 signal peptidase (SpsB), an essential protein in bacteria. Pharmaceutical compositions and methods for treatment using the compounds described herein are also provided.

Radical Desulfur-Fragmentation and Reconstruction of Enol Triflates: Facile Access to α-Trifluoromethyl Ketones

We report an efficient oxidative radical desulfur-fragmentation and reconstruction of enol triflates for the synthesis of α-CF3ketones. Preliminary mechanistic studies disclosed that oxidative fragmentation to release a CF3radical fr

Regioselective Arylboration of Isoprene and Its Derivatives by Pd/Cu Cooperative Catalysis

A method for the regioselective arylboration of isoprene and its derivatives is presented. These reactions allow for the synthesis of useful building blocks from simple components. Through these studies, an unusual additive effect with DMAP has been uncovered that allows for altered reactivity and the formation of quaternary carbon centers. The utility of this method is demonstrated toward the formal synthesis of mesembrine.

Continuous flow α-trifluoromethylation of ketones by metal-free visible light photoredox catalysis

A continuous-flow, two-step procedure for the preparation of α-CF3-substituted carbonyl compounds has been developed. The carbonyl substrates were converted in situ into the corresponding silyl enol ethers, mixed with the CF3 radical source, and then irradiated with visible light using a flow reactor based on transparent tubing and a household compact fluorescent lamp. The continuous protocol uses Eosin Y as an inexpensive photoredox catalyst and requires only 20 min to complete the two reaction steps.