An efficient synthesis of flavans from salicylaldehyde and acetophenone derivatives

Ofentse Mazimba, Ishmael B. Masesane, Runner R. Majinda

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

An efficient total synthesis of flavans from the reactions of salicylaldehyde and acetophenone derivatives is reported. The synthesis involves preparation of chalcones through an aldol reaction followed by reduction of both the double bond and the ketone using NaBH4 and an acetic acid mediated cyclization. Methoxy groups on the aromatic rings did not affect significantly the yields of the procedure.
Original languageEnglish
Pages (from-to)6716-6718
Number of pages3
JournalTetrahedron Letters
Volume52
Issue number50
DOIs
Publication statusPublished - 2011

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Chalcones
Cyclization
Ketones
Acetic Acid
Derivatives
salicylaldehyde
3-hydroxybutanal
acetophenone

Cite this

Mazimba, Ofentse ; Masesane, Ishmael B. ; Majinda, Runner R. / An efficient synthesis of flavans from salicylaldehyde and acetophenone derivatives. In: Tetrahedron Letters. 2011 ; Vol. 52, No. 50. pp. 6716-6718.
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An efficient synthesis of flavans from salicylaldehyde and acetophenone derivatives. / Mazimba, Ofentse; Masesane, Ishmael B.; Majinda, Runner R.

In: Tetrahedron Letters, Vol. 52, No. 50, 2011, p. 6716-6718.

Research output: Contribution to journalArticle

TY - JOUR

T1 - An efficient synthesis of flavans from salicylaldehyde and acetophenone derivatives

AU - Mazimba, Ofentse

AU - Masesane, Ishmael B.

AU - Majinda, Runner R.

PY - 2011

Y1 - 2011

N2 - An efficient total synthesis of flavans from the reactions of salicylaldehyde and acetophenone derivatives is reported. The synthesis involves preparation of chalcones through an aldol reaction followed by reduction of both the double bond and the ketone using NaBH4 and an acetic acid mediated cyclization. Methoxy groups on the aromatic rings did not affect significantly the yields of the procedure.

AB - An efficient total synthesis of flavans from the reactions of salicylaldehyde and acetophenone derivatives is reported. The synthesis involves preparation of chalcones through an aldol reaction followed by reduction of both the double bond and the ketone using NaBH4 and an acetic acid mediated cyclization. Methoxy groups on the aromatic rings did not affect significantly the yields of the procedure.

U2 - 10.1016/j.tetlet.2011.09.147

DO - 10.1016/j.tetlet.2011.09.147

M3 - Article

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

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