A novel method for the preparation of β,γ-unsaturated carbonyl compounds

Abedawn Khalaf, Mohammad S. Mustaffa, Ja'Afar H. Ali, Ju'ma R. Al-Dulaymi, A. K. Hashem

Research output: Contribution to journal › Article

Abstract

α,β-Unsatd. carbonyl compds. were cyclized with sulfonium ylides, the carbonyl compds. so formed were converted to alcs. by either using LiAlH4 or Grignard reagents. The alcs. were oxidized to β,γ-unsatd. carbonyl compds. using pyridinium chlorochromate (PCC), dichloromethane and water. Thus prepd. were 46-57% BzCH2CH:C(R)Ph (R = H, Ph, CH2Ph, p-tolyl).
LanguageEnglish
Pages159-172
Number of pages14
JournalJournal of the Iraqi Chemical Society
Volume13
Issue number1
Publication statusPublished - 1988

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carbonyl compounds
methylene chloride
water
methodology

Keywords

  • carbonyl compounds
  • sulfonium ylides

Cite this

Khalaf, A., Mustaffa, M. S., Ali, JA. H., Al-Dulaymi, J. R., & Hashem, A. K. (1988). A novel method for the preparation of β,γ-unsaturated carbonyl compounds. Journal of the Iraqi Chemical Society, 13(1), 159-172.
Khalaf, Abedawn ; Mustaffa, Mohammad S. ; Ali, Ja'Afar H. ; Al-Dulaymi, Ju'ma R. ; Hashem, A. K. / A novel method for the preparation of β,γ-unsaturated carbonyl compounds. In: Journal of the Iraqi Chemical Society. 1988 ; Vol. 13, No. 1. pp. 159-172.
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author = "Abedawn Khalaf and Mustaffa, {Mohammad S.} and Ali, {Ja'Afar H.} and Al-Dulaymi, {Ju'ma R.} and Hashem, {A. K.}",
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Khalaf, A, Mustaffa, MS, Ali, JAH, Al-Dulaymi, JR & Hashem, AK 1988, 'A novel method for the preparation of β,γ-unsaturated carbonyl compounds' Journal of the Iraqi Chemical Society, vol. 13, no. 1, pp. 159-172.

A novel method for the preparation of β,γ-unsaturated carbonyl compounds. / Khalaf, Abedawn; Mustaffa, Mohammad S.; Ali, Ja'Afar H.; Al-Dulaymi, Ju'ma R.; Hashem, A. K.

In: Journal of the Iraqi Chemical Society, Vol. 13, No. 1, 1988, p. 159-172.

Research output: Contribution to journal › Article

TY - JOUR

T1 - A novel method for the preparation of β,γ-unsaturated carbonyl compounds

AU - Khalaf, Abedawn

AU - Mustaffa, Mohammad S.

AU - Ali, Ja'Afar H.

AU - Al-Dulaymi, Ju'ma R.

AU - Hashem, A. K.

PY - 1988

Y1 - 1988

N2 - α,β-Unsatd. carbonyl compds. were cyclized with sulfonium ylides, the carbonyl compds. so formed were converted to alcs. by either using LiAlH4 or Grignard reagents. The alcs. were oxidized to β,γ-unsatd. carbonyl compds. using pyridinium chlorochromate (PCC), dichloromethane and water. Thus prepd. were 46-57% BzCH2CH:C(R)Ph (R = H, Ph, CH2Ph, p-tolyl).

AB - α,β-Unsatd. carbonyl compds. were cyclized with sulfonium ylides, the carbonyl compds. so formed were converted to alcs. by either using LiAlH4 or Grignard reagents. The alcs. were oxidized to β,γ-unsatd. carbonyl compds. using pyridinium chlorochromate (PCC), dichloromethane and water. Thus prepd. were 46-57% BzCH2CH:C(R)Ph (R = H, Ph, CH2Ph, p-tolyl).

KW - carbonyl compounds

KW - sulfonium ylides

M3 - Article

VL - 13

SP - 159

EP - 172

JO - Journal of the Iraqi Chemical Society

T2 - Journal of the Iraqi Chemical Society

JF - Journal of the Iraqi Chemical Society

SN - 0379-8321

IS - 1

ER -

Khalaf A, Mustaffa MS, Ali JAH, Al-Dulaymi JR, Hashem AK. A novel method for the preparation of β,γ-unsaturated carbonyl compounds. Journal of the Iraqi Chemical Society. 1988;13(1):159-172.