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 journalArticle

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

Fingerprint

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.
@article{15e0c9ef47f4400dad2b0f8c1afb16b0,
title = "A novel method for the preparation of β,γ-unsaturated carbonyl compounds",
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).",
keywords = "carbonyl compounds , sulfonium ylides",
author = "Abedawn Khalaf and Mustaffa, {Mohammad S.} and Ali, {Ja'Afar H.} and Al-Dulaymi, {Ju'ma R.} and Hashem, {A. K.}",
year = "1988",
language = "English",
volume = "13",
pages = "159--172",
journal = "Journal of the Iraqi Chemical Society",
issn = "0379-8321",
number = "1",

}

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 journalArticle

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.