72863-21-9

Upstream product

• 24509-88-4 2-methyl-3-buten-2-yl acetate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 873-55-2 sodium benzenesulfonate 
• 119305-97-4 3-methylbut-2-enyl toluene-p-sulphinate 
• 3112-87-6 1-methyl-4-(prop-2-ene-1-sulfonyl)benzene 
• 917-54-4 methyllithium 
• 74-88-4 methyl iodide 
• 536-57-2 p-toluene sulfinic acid 
• 78-79-5 isoprene 
• 98-59-9 p-toluenesulfonyl chloride 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 164513-96-6 1,1-dimethyl-2-propenyl isobutyl carbonate 
• 35754-76-8 triethoxy(3-methylbut-2-en-1-yl)silane 
• 624-31-7 4-tolyl iodide 

Downstream Products

• 23446-57-3 2,2,6-trimethyl-3,4-dihydro-2H-chromene 
• 23446-56-2 4-methyl-2-(3-methyl-2-buten-1-yl)phenol 
• 15543-64-3 prenyl tolyl sulfone 
• 27644-04-8 (+-)-artemisia alcohol 
• 950-99-2 2,2,5,7,8-pentamethylchroman-6-ol 
• 103-19-5 di(p-tolyl) disulfide 
• 30771-70-1 2-p-tolyl-thio-3,5-trimethylhydroquinone 
• 15874-80-3 3-methyl-1-(phenylsulfonyl)but-2-ene 
• 10276-04-7 3-methyl-1-phenylsulfanylbut-2-ene 
• 1198-96-5 2,2-dimethylchroman 
• 1200-09-5 4-(3-methylbut-2-en-1-yl)phenol 
• 36971-12-7 1-(1,1-dimethylprop-2-en-1-yl)cyclohexan-1-ol 
• 64133-66-0 1-(3-methyl-2-butenyl)-1-cyclohexanol 
• 27644-02-6 2,2-dimethyl-1-phenylbut-3-en-1-ol 

Relevant academic research and scientific papers

A General Photocatalytic Route to Prenylation

Prenylation is an essential reaction on which nature relies to modify properties of molecules and build terpenoids, but remains a challenging chemical reaction. Aiming to capitalize on recent advances in photocatalysis to easily and cleanly generate a broad range of carbon based radicals, we have developed a prenyl transfer reagent that is captured by transiently generated radicals. The reagent can be made in bulk, is bench stable, and broadly applicable such that it can be used with existing photocatalytic methods with very few changes to reaction conditions. Ultimately, this provides a true drop-in solution for prenylation, expanding the scope of substrates that can be readily prenylated.

SO2 conversion to sulfones: Development and mechanistic insights of a sulfonylative Hiyama cross-coupling

A Pd-catalyzed Hiyama cross-coupling reaction using SO2 is described. The use of silicon-based nucleophiles leads to the formation of allyl sulfones under mild conditions with a broad functional group tolerance. Control experiments coupled with DFT calculations shed light on the key steps of the reaction mechanism, revealing the crucial role of a transient sulfinate anion.

Selective C - S bond formation via Fe-catalyzed allylic substitution

In contrast to the formation of C - O and C - N bonds it was only recently that the selective C - S bond formation by means of transition metal complexes moved more into the center of research. This is somewhat surprising given the fact that the sulfur at

Palladium-Catalyzed Allylic Sulfinate-Sulfone Rearrangements

Upon treatment with a zero-valent palladium catalyst, tetrakis(triphenylphosphine)palladium, in tetrahydrofuran under mild conditions allylic p-toluenesulfinates underwent α- or γ-rearrangements of the sulfonyl group via ionic intermediates to give allylic sulfones.The regiochemistry of the rearrangements depends on the character of the intermediary allylic cationic carbons generated and the steric hindrance involved therein.Keywords - allylic sulfinate; allylic sulfone; palladium catalyst; sulfinate-sulfone rearrangement; regiochemistry; tetrakis(triphenylphosphine)palladium.

Rearrangement of Some Allylic Sulphinate Esters to Allylic Sulphones. Ion-pair and Sigmatropic Shift Mechanisms

The mechanism of rearrangement of a number of allylic sulphinate esters to the corresponding allylic sulphones on heating in formamide has been investigated as a function of substrate structure.Simple systems such as crotyl and α-methylallyl-sulphinate ap

Preparation of some Allylic Sulphones; Base-catalysed Isomerisation and Deuteriation of Cyclohex-2-enyl p-Tolyl Sulphones

A summary of the methods used in the preparation of a range of allylic sulphones is given.In the case of the conformationally biased sulphones (5) and (6) stereospecific preparation from the cis- and trans-5-t-butylcyclohex-2-en-1-ols was achieved by rear

SUBSTITUTIONS CATALYSEES AU NICKEL D'ACETATES ET DE SULFONES ALLYLIQUES

The allylic substitution of stable enolates derived from diethyl malonate, ethyl cyanoacetate, ethyl benzylsulfonylacetate, bis(benzenesulfonyl)methane and sodium p-toluenesulfinate by a variety of allylic esters and sulfones has been investigated.Suitable ligands and reaction conditions have been found to ensure high yields, and in some cases considerable control of the regioselectivity of the reaction.

SYNTHESE A L'AIDE DE SULFONE-XXV. SUBSTITUTION SUR DES SULFONES: L'ANION PHENYLSULFINATE COMME GROUPE PARTANT DANS LA SUBSTITUTION DES SULFONES ALLYLIQUES PAR DES REACTIFS DE GRIGNARD EN PRESENCE DE SELS DE CUIVRE

Displacement reactions of the sulphinate anion from sulfones by Grignard reagents with copper catalysis take place readily with allylic sulphones.The regio chemistry and stereochemistry of the reaction are discussed.

ALKYLATIONS ALLYLIQUES CATALYSEES AU NICKEL

Stable enolates such as diethyl malonate enolate can be smoothly substituted by allylic acetates (or sulfones) in the presence of nickel complexes.Sulfinate ions convert allylic acetates into sulfones.