Oxidation of benzylic bromides by DMSO in the presence of zinc salts

A new variant of Kornblum's method

K. Subrahmanya Bhat, S. Srinivas, P. Srinivas, K. N. Gurudutt

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Benzyl and 1-phenylethyl bromides are oxidised to benzaldehyde and acetophenone respectively by DMSO in the presence of zinc salts with moderate to high yield. The corresponding alcohol and the thiomethyl ether derivative are formed as by-products. However, 2-phenylethyl bromide affords, under forcing conditions, the corresponding thiomethyl ether and alcohol as major products. This study, besides leading to a new variant of Kornblum oxidation, has given an insight into its mechanism.

Original languageEnglish
Pages (from-to)426-429
Number of pages4
JournalIndian Journal of Chemistry - Section B Organic and Medicinal Chemistry
Volume43
Issue number2
Publication statusPublished - 02-2004

Fingerprint

Dimethyl Sulfoxide
Bromides
Ether
Zinc
Salts
Alcohols
Oxidation
Byproducts
Derivatives
benzaldehyde
acetophenone

All Science Journal Classification (ASJC) codes

  • Pharmacology, Toxicology and Pharmaceutics(all)
  • Organic Chemistry

Cite this

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Oxidation of benzylic bromides by DMSO in the presence of zinc salts : A new variant of Kornblum's method. / Subrahmanya Bhat, K.; Srinivas, S.; Srinivas, P.; Gurudutt, K. N.

In: Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, Vol. 43, No. 2, 02.2004, p. 426-429.

Research output: Contribution to journalArticle

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