590375-61-4

Upstream product

• 19867-34-6 N-benzyl-1-oxa-6-azaspiro[2,5]-octane 
• 6636-78-8 2-chloro-3-hydroxypyridine 

Downstream Products

• 590375-65-8 2,3-dihydro-1'-benzylspiro(1,4-dioxino[2,3-b]pyridine)-2,4'-piperidine 
• 590375-73-8 2,3-dihydro-1'-p-bromophenylsulfonylspiro(1,4-dioxino[2,3-b]pyridine)-2,4'-piperidine 
• 590375-72-7 2,3-dihydro-1'-p-bromophenylsulfonylspiro(1,4-dioxino[2,3-b]pyridine)-3,4'-piperidine 

Relevant academic research and scientific papers

Synthesis of new compounds containing the 2,3-dihydro[1,4]dioxino[2,3-b]pyridine heterocyclic system as a substructure

2,3-Dihydro-spiro[1,4]dioxino[2,3-b]pyridine-3,3′-pyrrolidine (8A) and 2,3-dihydro-spiro[1,4]dioxino[2,3-b]pyridine-3,4′-piperidine (9A) have been synthesized from 2-chloro-3-pyridinol. The corresponding 2,3′ (8B) and 2,4′ (9B) isomers were obtained via the Smiles rearrangement, while 9B was also selectively synthesized from 2-nitro-3-pyridinol. The separation of the isomers A and B under the sulfamide form was carried out by flash column chromatography. Subsequent transformations of the corresponding dioxinopyridine derivatives were described.

Regioselective synthesis of 2,3-dihydrospiro[1,4]dioxino[2,3-b]pyridine derivatives

2-Chloropyridines and an aryl bromide underwent palladium-catalyzed intramolecular C-O bond forming reactions to provide 2,3-dihydrospiro[1,4] dioxino[2,3-b]pyridine derivatives and a benzodioxin, regioselectively.