1079437-89-0

Upstream product

• 4432-95-5 6-phenylbenzo[d][1,3]dioxole-5-carbaldehyde 

Downstream Products

• 1101835-58-8 C₃₀H₂₀N₂O₈ 
• 1258597-33-9 6-phenylbenzo[d][1,3]dioxole-5-carbaldehyde O-acetyloxime 
• 1319721-34-0 6-phenylbenzo[d][1,3]dioxole-5-carbaldehyde O-(phenoxycarbonyl)oxime 

Relevant academic research and scientific papers

Photochemistry of acyloximes: Synthesis of heterocycles and natural products

New applications of the photochemically generated iminyl radicals ring closure onto phenyl, thiophenyl, and pyridinyl rings are presented. The influence on the reactivity of different substituent throughout the acyloxime structure is discussed. Some obser

Dioxime oxalates; new iminyl radical precursors for syntheses of N-heterocycles

Symmetrical and unsymmetrical dioxime oxalates were prepared by treatment of oximes with oxalyl chloride. UV photolysis of these precursors was found to be an atom-efficient way of generating iminyl radicals. The process was most efficient for dioxime oxalates having aryl substituents attached to their C{double bond, long}N bonds. The method was useful for EPR spectroscopic study of iminyl and iminoxyl radicals. Photolyses in toluene solution, of dioxime oxalates containing alkenyl acceptor groups, yielded unsaturated iminyl radicals that ring closed to afford 3,4-dihydro-2H-pyrroles in good yields. Dioxime oxalates with biphenyl substituents also released iminyl radicals that ring closed onto the aromatic acceptor groups and, in acetonitrile solution, this approach provided a useful and atom-efficient method of making substituted phenanthridines.

From dioxime oxalates to dihydropyrroles and phenanthridines via iminyl radicals

Dioxime oxalates are useful precursors for the clean generation of iminyl radicals by sensitised UV photolysis and can be adapted for serviceable preparations of 3,4-dihydro-2H-pyrroles and phenanthridines. The Royal Society of Chemistry.