78926-41-7

Upstream product

• 28272-96-0 2-vinylbenzaldehyde 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 78926-44-0 2-(2-ethenylbenzyl)-2,3,4,5-tetrahydrofuran 
• 78926-42-8 3-(2-Vinyl-benzyl)-tetrahydro-furan 
• 78926-43-9 2-(2'-styryl)tetrahydropyran 
• 95-13-6 1-indene 
• 56306-50-4 dimethyl 1,4-methano-1,2,3,4-tetrahydronaphthalene-trans-2,3-dicarbioxylate 

Relevant academic research and scientific papers

Palladium-Catalyzed Three-Component Coupling Reaction of o-Bromobenzaldehyde, N-Tosylhydrazone, and Methanol

A ligand-controlled palladium-catalyzed three-component reaction of o-bromobenzaldehyde, N-tosylhydrazone, and methanol is described. This reaction uses readily available compounds as starting materials while displaying a broad substrate scope and good functional group compatibility.

APPROACHES TO PSEUDOINDENE. PRODUCTS DERIVED FROM THE CARBENES BENZOCYCLOBUTENE-1-YLCARBENE, 2-METHYLBENZOCYCLOBUTENYLIDENE AND o-STYRYLCARBENE

The title carbenes, which in principle can all serve as precursors to the reactive hydrocarbon pseudoindene, have been generated by the photolysis of the sodium salts of the tosylhydrazones of (a) benzocyclobutene-1-carboxaldehyde, (b) 2-methylbenzocyclobutenone and (c) o-formylstyrene.Indene was formed in reactions (a) and (c): in the former case deuterium labelling experiments suggest a ring expansion mechanism rather than a pseudoindene intermediate.In the letter case deuterium labelling and trapping experiments implicate a symmetrical isoindene intermediate, which can arise either via pseudoindene, or via direct electrocyclic ring closure o-styrylcarbene.