1220985-67-0

Upstream product

• 63740-97-6 1-(2H-benzo[3,4-d]1,3-dioxolen-5-yl)butan-1-one 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 1301163-51-8 (Z)-5-(8-phenyloct-3-en-5-yn-4-yl)benzo[d][1,3]dioxole 
• 1301163-48-3 (Z)-5-(1-(4-(trifluorometyl)phenyl)hex-3-en-1-yn-3-yl)benzo[d][1,3]dioxole 
• 1301163-46-1 (Z)-5-(1-phenylhex-3-en-1-yn-3-yl)benzo[d][1,3]dioxole 
• 1301163-47-2 5-(1-p-tolylhex-3-en-1-yn-3-yl)benzo[d][1,3]dioxole 
• 1429337-92-7 (2-(1-(benzo[d][1,3]dioxol-5-yl)butyl)pyridinium-1-yl)(benzoyl)azanide 
• 16929-05-8 4-n-butyl-1,2-methylenedioxybenzene 

Relevant academic research and scientific papers

Synthesis of allyl allenes through three-component cross-coupling reaction of N-tosylhydrazones, terminal alkynes, and allyl halides

Three's a crowd: Tri- and tetrasubstituted allyl allenes can be easily accessed by this CuI-catalyzed three-component coupling reaction of N-tosylhydrazones, terminal alkynes, and allyl halides. The reaction proceeds through a mechanism involving copper carbene migratory insertion.

Copper(I)-Catalyzed Alkylation of Polyfluoroarenes through Direct C - H Bond Functionalization

The copper(I)-catalyzed alkylation of electron-deficient polyfluoroarenes with N-tosylhydrazones and diazo compounds has been developed. This reaction uses readily available starting materials and is operationally simple, thus representing a practical method for the construction of C(sp2) - C(sp3) bonds with polyfluoroarenes through direct C - H bond functionalization. Mechanistically, copper(I) carbene formation and subsequent migratory insertion are proposed as the key steps in the reaction pathway.

Copper-catalyzed direct ortho-alkylation of N-iminopyridinium ylides with N-tosylhydrazones

Copper-catalyzed cross-coupling of N-tosylhydrazones with N-iminopyridinium ylides leads to the direct C-H alkylation. This direct C-H bond alkylation transformation uses inexpensive CuI as the catalyst without any ligand. The reaction is operationally simple and conducted under mild conditions, giving the corresponding alkylated pyridines in moderate to good yields. DFT calculation provides insights into the reaction mechanism, suggesting that the reaction proceeds through the Cu carbene migratory insertion process.

N-Tosylhydrazine-mediated deoxygenative hydrogenation of aldehydes and ketones catalyzed by Pd/C

A mild and efficient method for the deoxygenative hydrogenation of aldehydes and ketones has been developed. The reaction is mediated by N-tosylhydrazine with H2 (1 atm) as the reductant and 10% Pd/C as the catalyst.

C(sp)-C(sp3) bond formation through cu-catalyzed cross-coupling of N -tosylhydrazones and trialkylsilylethynes

Copper-catalyzed cross-coupling of N-tosylhydrazones with trialkylsilylethynes leads to the formation of C(sp)-C(sp3) bonds. Cu carbene migratory insertion is proposed to play the key role in this transformation.

Copper-catalyzed direct benzylation or allylation of 1,3-azoles with N -tosylhydrazones

Cu-Catalyzed cross-coupling of N-tosylhydrazones with 1,3-azoles leads to the direct C-H benzylation or allylation. Cu carbene migratory insertion is proposed to play the key role in this transformation.

Palladium-catalyzed oxidative cross-coupling of N-tosylhydrazones or diazoesters with terminal alkynes: A route to conjugated enynes

Coming at them from another angle: In a fresh approach to the synthesis of conjugated alkynes, the palladium-catalyzed cross-coupling of N-tosylhydrazones or diazoesters with terminal alkynes provided the desired enyne products with excellent stereoselectivity (see scheme; Ts=p-toluenesulfonyl). The reaction is proposed to involve an unprecedented alkynyl migratory insertion of a palladium carbene complex. Copyright

Pd-catalyzed oxidative cross-coupling of N-tosylhydrazones with arylboronic acids

The Pd-catalyzed reaction of N-tosylhydrazones and arylboronic acids provides olefin derivatives. This oxidative cross-coupling is suggested to proceed through a migratory insertion process of a Pd carbene intermediate.