Hypervalent iodine oxidation of α-substituted 2,4-dihydroxyacetophenones: synthesis of novel o-iodophenoxy ethers via rearrangement of iodonium ylides

Autor:	Om Prakash, Vijay Sharma, M. P. Tanwar
Rok vydání:	1999
Předmět:	PIDA chemistry Reagent Organic Chemistry Hypervalent molecule chemistry.chemical_element Organic chemistry General Chemistry Iodine Catalysis
Zdroj:	Canadian Journal of Chemistry. 77:1191-1195
ISSN:	1480-3291 0008-4042
DOI:	10.1139/v99-097
Popis:	α-Substituted 2,4-dihydroxyacetophenones (1a-1i) have been oxidized with phenyliodonium diacetate (PIDA) under three conditions (i) PIDA-KOH-MeOH (basic) at 0°C, (ii) PIDA-MeOH (neutral) at reflux temperature, and (iii) PIDA-AcOH (acidic) at reflux temperature, to afford novel o-iodophenoxy ethers (4a-4i) via rearrangement of respective iodonium ylides (5a-5i). Key words: hypervalent iodine reagents, phenyliodonium diacetate, α-substituted 2,4-dihydroxyacetophenones, α-substituted 2-hydroxy-3-iodo-4-phenoxyacetophenones, iodonium ylides rearrangement
Databáze:	OpenAIRE
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