Palladium catalysed reaction of allene with phenols. Phenoxymethyl-1,3-dienes and their further reactions
TETRAHEDRON, cilt.57, sa.37, ss.7965-7978, 2001 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 57 Sayı: 37
- Basım Tarihi: 2001
- Doi Numarası: 10.1016/s0040-4020(01)00771-2
- Dergi Adı: TETRAHEDRON
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.7965-7978
- Anahtar Kelimeler: chromans, dihydrobenzofurans, atom economy, Claisen rearrangement, cyclisation, CARBON-MONOXIDE, REARRANGEMENT, COMPLEXES, ARYL, NUCLEOPHILES, ALDEHYDES, IODIDES
- Çukurova Üniversitesi Adresli: Hayır
Özet
A 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. (C) 2001 Elsevier Science Ltd. All rights reserved.