1076-82-0

Upstream product

• 98-53-3 4-tercbutyl-cyclohexanone 
• 109-99-9 tetrahydrofuran 
• 67-56-1 methanol 
• 19980-19-9 4-t-butyl-1-trimethylsilyloxy-1-cyclohexene 

Downstream Products

• 60774-46-1 4-tert-butyl-2-phenylsulfanylcyclohexanone 
• 22401-71-4 3-(tert-butyl)-2,3,4,9-tetrahydro-1H-carbazole 
• 139164-76-4 (+)-(1R,4R)-4-t-Butyl-2-cyclohexen-1-ol 
• 139164-75-3 (+)-(1R,4S)-4-t-Butyl-2-cyclohexen-1-ol 
• 62845-82-3 Phosphoric acid 4-tert-butyl-cyclohex-1-enyl ester dimethyl ester 
• 128298-81-7 2-hydroxy-4-t-butylcyclohexanone 
• 89237-17-2 cis-ethylα-cyano-2-oxo-5-t-butylcyclohexane acetate 
• 89237-16-1 [(1R,5S)-5-tert-Butyl-2-(phenyl-hydrazono)-cyclohexyl]-cyano-acetic acid ethyl ester 
• 62845-83-4 4-(tert-butyl)cyclohex-1-en-1-yl diethyl phosphate 
• 62845-84-5 4-(tert-butyl)cyclohex-1-en-1-yl diisopropyl phosphate 

Relevant academic research and scientific papers

Enantioselective Total Syntheses of Pallambins A–D

The first enantioselective total syntheses of (?)-pallambins A–D have been achieved in 15 or 16 steps from a known chiral cyclohexenone. Salient features of the syntheses include a palladium-catalyzed oxidative cyclization to assemble the [3.2.1]bicyclic moiety, an Eschenmoser–Claisen rearrangement/lactone formation sequence to construct the C ring, an intramolecular Wittig reaction to form the D ring, and individual transformations of pallambins C and D to generate pallambins A and B. The described synthesis avoids protecting-group manipulations through the design of highly chemo- and stereoselective transformations. During the course of this work, a palladium-catalyzed method for the dehydrobromination of α-bromoketones was developed, and the scope of this transformation was also investigated.

Organic transistors based on octamethylenetetrathiafulvalenes

Organic field-effect transistors (OFET) based on octamethylenetetrathiafulvalene (OMTTF) and the t-butyl derivative are investigated. The parent OMTTF shows poor transistor performance owing to the flat molecular arrangement, but the t-butyl substitution realizes standing molecular arrangement and high OFET performance. The tetracyanoquinodimethane (TCNQ) complex of OMTTF exhibits n-channel properties despite the strong donor ability of OMTTF.

Halogenation of ketones with N-halosuccinimides under solvent-free reaction conditions

Several aryl substituted ketones, cyclic ketones, 1,3-diketones and a β-ketoamide were halogenated with N-halosuccinimides under solvent-free reaction conditions (SFRC) at various temperatures (20-80 °C), whereas less enolized ketones required the presence of an acid catalyst (p-toluenesulfonic acid, PTSA). Bromination of substituted acetophenones obeys first order kinetics v=kBr[ketone] and the following correlation with the keto-enol equilibrium constant: log kBr=0.3pKE+C1, less enolized substrates being more reactive; the moderate positive charge developed in the rate determining step was confirmed by the Hammett correlation (ρ=-0.5). On the other hand, in cyclic ketones an opposite relation was observed: log kBr=-0.6pKE+C2, indicating higher reactivity of substrates with higher enolization constant (KE). The important role of the nature of the solvent (MeCN, MeOH) in preorganization of the ketone-NBS-PTSA mixture prior to SFRC bromination was found.

Halogenation of carbonyl compounds by an ionic liquid, [AcMIm]X, and Ceric Ammonium Nitrate (CAN)

An ionic liquid, acetylmethylimidazolium halide ([AcMIm]X), in combination with ceric ammonium nitrate promotes halogenations of a wide variety of ketones and 1,3-keto esters at the ?-position. The ionic liquid acts here as reagent as well as reaction medium, and thus the reaction does not require any organic solvent or conventional halogenating agent. The reaction is completely arrested when the radical quencher TEMPO is used. A plausible radical mechanism is also suggested. CSIRO 2007.

Directed regioselectivity of bromination of ketones with NBS: solvent-free conditions versus water

The reaction conditions employed directed the site of functionalisation of ketones with NBS: under solvent-free conditions α-bromination was the exclusive process, while in water, ring functionalisation occurred in the case of methoxy substituted aromatic ketones.

A simple and efficient method for α-bromination of carbonyl compounds using N-bromosuccinimide in the presence of silica-supported sodium hydrogen sulfate as a heterogeneous catalyst

α-Bromination of carbonyl compounds (cyclic and acyclic ketones, amides and β-ketoesters) has been achieved efficiently by treatment with N-bromosuccinimide (NBS) and catalyzed by silica-supported sodium hydrogen sulfate (NaHSO4?SiO2

GUANIDINE DERIVATIVES AND USE THEREOF AS NEUROPEPTIDE FF RECEPTOR ANTAGONISTS

The invention relates to guanidine derivatives of formula (I) where: A = a chain of 3-c6 carbon atoms, one of which can be replaced by -N(R')- or -O- and R' = H or a substituent, where the ring skeleton only contains both double bonds of the thiazole component, the pharmaceutically-acceptable acid addition salts of basic compounds of formula (I), the pharmaceutically-acceptable salts of compounds of formula (I),, comprising acid groups, with bases, the pharmaceutically-acceptable esters of hydroxy or carboxyl group containing compounds of formula (I) and the solvates or hydrates thereof, which are partly known and partly novel and exhibit a neuropeptide FF receptor antagonist effect. The above are suitable for the treatment of pain and hyperalgesia, withdrawal symptoms in alcohol, psychotropic and nicotine dependencies, for improvement or cure of said dependencies, for regulation of insulin excretion, food intake, memory functions, blood pressure, electrolyte and energy management and for treatment of urinary incontinence. The above can be produced using generally used methods and processed to give medicaments.

A mild and efficient procedure for α-bromination of ketones using N-bromosuccinimide catalysed by ammonium acetate

Cyclic ketones reacted with N-bromosuccinimide (NBS) catalysed by NH 4OAc in Et2O at 25°C to give the corresponding α-brominated ketones in good yields, while acyclic ketones were efficiently brominated in CCl4 at 80°C.

2-Bromocyclohexanone perhydrate - X-ray crystal structure and conformational effects on reactivity in sulfoxidations

The remarkably stable crystalline perhydrate 1 derived from a-bromocyclohexanone has been characterised by X-ray crystallography providing the first example of a perhydrate crystal structure. Perhydrate 1 exists in alternative chair conformations in chloroform and tetrahydrofuran with the bromine substituent occupying equatorial and axial positions, respectively. The perhydrate 1 can oxidise sulfides to sulfoxides in good yields in dichloromethane but not in tetrahydrofuran. The requirement for bromine to be equatorial for a stable perhydrate to form is demonstrated using conformationally locked cis and trans 2-bromo-4-tert-butylcyclohexanones in which case only the cis isomer 4a forms a perhydrate. (C) 2000 Elsevier Science Ltd.

Synthesis of substituted 2-bromo phenols using a novel bromination-dehydrobromination reaction

Substituted 2-bromo-phenols can be synthesised by heating substituted cyclohexanones in neat diethyl dibromomalonate at 100°C. We discuss the efficiency of such a procedure and comment on the possible mechanism.