67001-73-4

Upstream product

• 7370-14-1 4-tert-butyl-1-cyanocyclohexene 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 941-44-6 4-tert-butyl-1-hydroxy-cyclohexanecarbonitrile 
• 75-25-2 Bromoform 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 64-18-6 formic acid 
• 96133-27-6 4-tert-butyl-1-iodo-1-cyclohexene 
• 5451-55-8 4-tert-butylcyclohexanecarboxylic acid 
• 6832-09-3 1-chloro-4-tert-butylcyclohexene 
• 124-38-9 carbon dioxide 
• 31673-51-5 4-tert-butyl-1,5-cyclohexadiene-1-carboxylic acid 
• 77412-96-5 1-trifluoromethanesulfonyloxy-4-t-butylcyclohexene 
• 140705-65-3 7-(4-t-Butylcyclohexylidene)bicyclo<4.1.0>heptane 
• 76489-69-5 4-t-butyl-1,2,3,4-tetrahydrobenzoic acid 

Downstream Products

• 128737-80-4 4-tert-butyl-1-cyclohexencarbonyl isothiocyanate 
• 22173-19-9 4-tert-butyl-1-cyclohexene-1-carboxylic acid methyl ester 
• 54923-67-0 Carbaethoxy-2(t-butyl-4-cyclohexen-1-yl)-3-aethylpropionat 
• 54923-68-1 Carboxy-2(t-butyl-4-cyclohexen-1-yl)-3-propionsaeure 
• 54923-66-9 Brommethyl-1-t-butyl-4-cyclohexen 
• 342894-27-3 N-<(4'-t-butylcyclohex-1'-enyl)methyl>pyrrolidine 
• 75646-66-1 4-t-butyl-1-methyl-2-methylenecyclohexabecarbaldehyde 
• 75646-60-5 N-(4'-t-butyl-2',3',4',5'-tetrahydrobenzoyl)pyrrolidine 
• 75646-68-3 cis-4-t-butyl-1-methyl-2-methylenecyclohexanecarboxylic acid 
• 75646-65-0 2-Bromomethyl-4-tert-butyl-1-methyl-cyclohexene 
• 75646-64-9 3-t-butyl-6-methyl-2,3,4,5-tetrahydrobenzyl alcohol 
• 75646-62-7 3-t-butyl-6-methyl-2,3,4,5-tetrahydrobenzaldehyde 
• 42900-72-1 5-t-butyl-2-methylcyclohexanecarbaldehyde 
• 172796-22-4 4-tert-Butyl-cyclohex-1-enecarbonyl chloride 

Relevant academic research and scientific papers

Ligand-controlled divergent dehydrogenative reactions of carboxylic acids via C–H activation

Dehydrogenative transformations of alkyl chains to alkenes through methylene carbon-hydrogen (C–H) activation remain a substantial challenge. We report two classes of pyridine-pyridone ligands that enable divergent dehydrogenation reactions through palladium-catalyzed b-methylene C–H activation of carboxylic acids, leading to the direct syntheses of a,b-unsaturated carboxylic acids or g-alkylidene butenolides. The directed nature of this pair of reactions allows chemoselective dehydrogenation of carboxylic acids in the presence of other enolizable functionalities such as ketones, providing chemoselectivity that is not possible by means of existing carbonyl desaturation protocols. Product inhibition is overcome through ligand-promoted preferential activation of C(sp3)–H bonds rather than C(sp2)–H bonds or a sequence of dehydrogenation and vinyl C–H alkynylation. The dehydrogenation reaction is compatible with molecular oxygen as the terminal oxidant.

Cobalt-catalyzed carboxylation of aryl and vinyl chlorides with CO2

The transition-metal-catalyzed carboxylation of aryl and vinyl chlorides with CO2 is rarely studied, and has been achieved only with a Ni catalyst or combination of palladium and photoredox. In this work, the cobalt-catalyzed carboxylation of aryl and vinyl chlorides and bromides with CO2 has been developed. These transformations proceed under mild conditions and exhibit a broad substrate scope, affording the corresponding carboxylic acids in good to high yields.

Palladium-Catalyzed Visible-Light-Driven Carboxylation of Aryl and Alkenyl Triflates by Using Photoredox Catalysts

A visible-light-driven carboxylation of aryl and alkenyl triflates with CO2 is developed by using a combination of Pd and photoredox catalysts. This reaction proceeds under mild conditions and can be applied to a wide range of substrates including acyclic alkenyl triflates.

Palladium catalyzed carbonylations of alkenyl halides with formic acid to get corresponding Α,Β-unsaturated carboxylic acids and esters

Palladium-catalysed carbonylation reactions have been developed in the presence of formic acid as carbon monoxide source. α,β-Unsaturated carboxylic acids and esters were synthesized by the transformation of alkenyl halides in moderate to good yields. The selection of the base proved to be crucial regarding the reaction outcome. A set of various substrates were proven under optimised reaction conditions. Compared to aliphatic alcohols, phenols showed excellent reactivity as O-nucleophiles.

Cobalt- and Nickel-Catalyzed Carboxylation of Alkenyl and Sterically Hindered Aryl Triflates Utilizing CO2

A highly efficient cobalt-catalyzed reductive carboxylation reaction of alkenyl trifluoromethanesulfonates (triflates) has been developed. By employing Mn powder as a reducing reagent under 1 atm pressure of CO2 at room temperature, diverse alkenyl triflates can be converted to the corresponding α,β-unsaturated carboxylic acids. Moreover, the carboxylation of sterically hindered aryl triflates proceeds smoothly in the presence of a nickel or cobalt catalyst.

Improved synthesis and in vitro study of antimicrobial activity of α,β-unsaturated and α-bromo carboxylic acids

A series of α,β-unsaturated and α-bromo carboxylic acids were identified as potent antimicrobial agents. The antimicrobial activity was evaluated using the broth microdilution method. All acids 1-12 exhibited a significant activity against nine laboratory control strains of bacteria and two strains of yeast Candida albicans. The tested acids were efficiently prepared by optimized phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent with triethylbenzyl ammonium chloride (TEBA) as catalyst.

One-step conversion of ketones to conjugated acids using bromoform

Phase-transfer-catalyzed (PTC) reactions of ketones with bromoform and aqueous lithium hydroxide in alcoholic solvent result in the formation of ,-unsaturated carboxylic acids. The reaction was performed at room temperature for 24h. The corresponding conj

Activation of aryl and vinyl triflates by palladium and electron transfer - Electrosynthesis of aromatic and αβ-unsaturated carboxylic acids from carbon dioxide

The electrochemical reduction of aryl and vinyl triflates in the presence of CO2 and a catalytic amount of palladium results in the formation of aromatic and αβ-unsaturated carboxylic acids. Aryl and vinyl triflates usually undergo palladium-catalysed cross-coupling reactions with nucleophiles. Their reactivity has been reversed in the presence of an electron source, so that they react with electrophiles such as CO2. The reaction proceeds through an activation of the C-O bond of the aryl or vinyl triflate by oxidative addition to a palladium(0) complex, followed by an activation by electron transfer of the thus formed aryl- or vinylpalladium(II) complexes.

Palladium-Catalyzed Carboxylation of Vinyl Triflates. Electrosynthesis of α, β-Unsaturated Carboxylic Acids

The electrocarboxylation of vinyl triflates performed with carbon dioxide and a catalytic amount of PdCl2(PPh3)2 affords α,β-unsaiurated carboxylic acids. The reactivity of vinyl triflates has been reversed in the presence of an electron source, since they now react with electrophiles. The reaction proceeds by an activation of the C-O bond of the vinyl triflate by a palladium(O) complex followed by an activation by electron transfer, of the vinylpalladium(II) complex formed in the oxidative addition.

Some novel routes to 1-heterosubstituted 1-vinylcyclopropanes

3-Phenylselenoalk-1-enylidene carbenes, generated in situ by base induced condensation of α-phenylseleno carbonyl compounds and diethyl diazomethylphosphonate, can be efficiently trapped by alkenes to give alkylidene-cyclopropane adducts which undergo either [1,3] allyl selenide rearrangement or oxidative selenoxide [2,3] sigmatropic rearrangement to produce 1-phenylseleno- or 1-hydroxy-1-vinylcyclopropanes respectively.