Palladium catalysed reaction of allene with phenols. Phenoxymethyl-1,3-dienes and their further reactions
2001; Elsevier BV; Volume: 57; Issue: 37 Linguagem: Inglês
10.1016/s0040-4020(01)00771-2
ISSN1464-5416
AutoresRonald Grigg, Ngampong Kongkathip, Boonsong Kongkathip, Suwaporn Luangkamin, H. Ali Döndaş,
Tópico(s)Synthetic Organic Chemistry Methods
ResumoA 3-step 100% atom economic sequence is reported whereby a variety of phenols react with 2 mol equiv. of allene to give phenoxymethyl-1,3-dienyl ethers. Subsequent thermal Claisen rearrangement to C-1,3-dienes and acid catalysed ring closure furnishes 3:1–6.5:1 mixtures of exo-methylene chromans and dihydrobenzofurans with the former predominating.
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