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

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^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

3 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 language	English
Pages (from-to)	426-429
Number of pages	4
Journal	Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry
Volume	43
Issue number	2
Publication status	Published - 02-2004

All Science Journal Classification (ASJC) codes

Pharmacology, Toxicology and Pharmaceutics(all)
Organic Chemistry

Cite this

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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.",

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journal = "Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry",

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T1 - Oxidation of benzylic bromides by DMSO in the presence of zinc salts

T2 - A new variant of Kornblum's method

AU - Subrahmanya Bhat, K.

AU - Srinivas, S.

AU - Srinivas, P.

AU - Gurudutt, K. N.

PY - 2004/2

Y1 - 2004/2

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/1842660782

UR - https://www.scopus.com/pages/publications/1842660782#tab=citedBy

M3 - Article

AN - SCOPUS:1842660782

SN - 0376-4699

VL - 43

SP - 426

EP - 429

JO - Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry

JF - Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry

IS - 2

ER -

Oxidation of benzylic bromides by DMSO in the presence of zinc salts: A new variant of Kornblum's method

Abstract

All Science Journal Classification (ASJC) codes

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