243671-18-3

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 70-55-3 toluene-4-sulfonamide 
• 762-72-1 allyl-trimethyl-silane 
• 36971-15-0 3-isopropyl-2-methyl-hex-5-en-3-ol 
• 14674-38-5 (E)-N-(4-methoxybenzylidene)-4-methylbenzenesulfonamide 
• 24165-60-4 1-(4-methoxyphenyl)but-3-en-1-ol 
• 14674-38-5 N-(4-methoxybenzylidene)-p-toluenesulfonamide 
• 106-95-6 allyl bromide 
• 18925-10-5 allylzinc bromide 
• 105-13-5 4-Methoxybenzyl alcohol 
• 24850-33-7 allyltributylstanane 

Downstream Products

• 14674-38-5 N-(4-methoxybenzylidene)-p-toluenesulfonamide 
• 1338441-53-4 (E)-N-(1-(4-methoxyphenyl)-5-oxohex-3-en-1-yl)-4-methylbenzenesulfonamide 
• 1338441-76-1 2-(4-methoxyphenyl)-6-methyl-4-(p-tolyl)pyridine 

Relevant academic research and scientific papers

Assembly of homoallylamine derivatives through iron-catalyzed three-component sulfonamidoallylation reaction

An efficient FeCl3-catalyzed three-component reaction between aldehydes, sulfonamides and allylsilanes has been achieved, which provides a convenient, atom-economic and green way to construct homoallylamine derivatives. In addition, this reaction exhibits excellent syn stereoselectivity with γ-substituted allylsilanes. A practical three-component cascade process to homoallylamine derivatives is reported, which uses cheap and environmentally benign FeCl3 as catalyst and shows excellent syn stereoselectivity with γ-substituted allylsilanes.

Pd-containing organopolyoxometalates derived from Dawson polyoxometalate [P2W15V3O62]9-: Lewis acidity and dual site catalysis

Grafting of a palladium complex to the Dawson vanadotungstate polyanion [P2W15V3O62]9- via an organic ligand generates a large family of pincer-type hybrid polyoxometalates. The palladium-POM derivatives have dual catalytic properties. Unlike their parent inorganic polyanions, they catalyze allylations while retaining their oxidant character, which leads to single-pot dual site catalysis. This opens a new route for multicatalytic reactions.

HBF4·OEt2: An efficient fluorinated acid catalyst for the one-pot synthesis of secondary and tertiary N-homoallylic carbamates

An efficient method for the one-pot synthesis of secondary and tertiary N-homoallylic carbamates using catalytic amount of HBF4· OEt2 is described. The reaction proceeded smoothly to afford the corresponding N-homoallylic carbamates in good to high yields. Operationally simple and easily scalable features make this method more practical over existing methods. Use of HBF4·OEt2 as an acid catalyst also proves the catalytic activity of fluorinated acid catalyst in this important organic transformation.

HBF4·OEt2: An efficient fluorinated acid catalyst for the one-pot synthesis of secondary and tertiary N-homoallylic carbamates

An efficient method for the one-pot synthesis of secondary and tertiary N-homoallylic carbamates using catalytic amount of HBF4·OEt2is described. The reaction proceeded smoothly to afford the corresponding N-homoallylic carbamates in good to high yields. Operationally simple and easily scalable features make this method more practical over existing methods. Use of HBF4·OEt2as an acid catalyst also proves the catalytic activity of fluorinated acid catalyst in this important organic transformation.

Trifluoromethanesulfonic acid catalyzed Friedel-Crafts alkylations of 1,2,4-trimethoxybenzene with aldehydes or benzylic alcohols

Trifluoromethanesulfonic acid in acetonitrile was found to efficiently catalyze Friedel-Crafts alkylations of 1,2,4-trimethoxybenzene with a variety of simple or functionalized aldehydes to provide di- or triarylmethanes in high yields. The operationally

Lewis acid-catalyzed oxidative allylation: A new approach for the synthesis of homoallylic alcohols and amines directly from alcohols

A new approach for the synthesis of homoallylic alcohols and amines directly from alcohols via one-pot sequential oxidation-Barbier reaction and oxidation-condensation-Barbier reactions, respectively, is reported. The protocol involves the one-pot ferric chloride-catalyzed oxidation of alcohols to the corresponding aldehydes with chloramine-T followed by indium-mediated Barbier allylation with allyl bromide to afford homoallylic alcohols in 70-90% overall yields. The ferric chloride-catalyzed condensation of aldehydes and oxidation by-product p-toluenesulfonamide followed by indium-mediated Barbier-type allylation of the resulting aldimines with allyl bromide affords homoallylic amines in 60-80% overall yields in the same reaction vessel. The present work demonstrates a new one-pot approach toward homoallylic alcohol and amine synthesis directly from alcohols. Copyright

Indium triflate-catalyzed allylation reactions of N-sulfonyl aldimines or N-alkoxycarbonylamino p-tolylsulfones with allyltrimethylsilane: Synthesis of protected homoallylic amines

Indium triflate-catalyzed allylation reactions of N-sulfonyl aldimines or N-alkoxyloxycarbonylamino p-tolylsulfone with allyltrimethylsilane have been successfully developed to produce protected homoallylic amines.

A facile synthesis of N-sulfonyl and N-sulfinyl aldimines under Barbier-type conditions

(Chemical Equation Presented) A convenient synthesis of N-sulfonyl- and N-sulfinylimines by the condensation of aldehydes with sulfonyl or sulfinyl amides in the presence of benzyl bromide and zinc dust at room temperature under the Barbier-type condition

δ and α SP3 C-H bond oxidation of sulfonamides with PhI(OAc)2/I2 under metal-free conditions

(Chemical Equation Presented) An efficient δ and α sp 3 C-H bond oxidation of sulfonamides with PhI(OAc)2/I 2 under metal-free conditions has been reported. The reaction provides a useful route to pyrrolidines, N-sulfonyli

Pd0/SnII promoted Barbier-type allylation and crotylation of sulfonimines

A one-pot Barbier protocol is described for the facile formation of homoallyl sulfonamides from sulfonimines and allyl or crotyl bromide in the presence of SnCl2, and catalytic Pd2(dba)3·CHCl3 at room temperature.