Süleyman GÖKSU, Hülya ÇELİK, Hasan SEÇEN

2727

An Efficient Synthesis of Alnustone, a Naturally Occurring Compound

Alnustone, 4(E),6(E)-1,7-diphenyl-hepta-4,6-dien-3-one, was synthesized starting from benzaldehyde in three steps with an overall yield of 57%. The condensation of benzaldehyde with acetone gave benzalacetone. The Pd-C catalyzed hydrogenation of benzalacetone afforded benzylacetone. The in situ enamination of benzylacetone with pyrrolidine and acetic acid followed by cinnamaldehyde treatment gave alnustone.
Anahtar Kelimeler:

alnustone, 4(E), 6(E)-1, 7-diphenyl-hepta-4, 6-dien-3-one, diarylheptanoid, benzaldehyde, benzalacetone, benzylacetone, cinnamaldehyde

An Efficient Synthesis of Alnustone, a Naturally Occurring Compound

Alnustone, 4(E),6(E)-1,7-diphenyl-hepta-4,6-dien-3-one, was synthesized starting from benzaldehyde in three steps with an overall yield of 57%. The condensation of benzaldehyde with acetone gave benzalacetone. The Pd-C catalyzed hydrogenation of benzalacetone afforded benzylacetone. The in situ enamination of benzylacetone with pyrrolidine and acetic acid followed by cinnamaldehyde treatment gave alnustone.
Keywords:

alnustone, 4(E), 6(E)-1, 7-diphenyl-hepta-4, 6-dien-3-one, diarylheptanoid, benzaldehyde, benzalacetone, benzylacetone, cinnamaldehyde,

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Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: Yılda 6 Sayı
  • Yayıncı: TÜBİTAK
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