# Oxidative hydrolysis of aliphatic bromoalkenes: scope study and reactivity insights

**Authors:** Amol P Jadhav, Claude Y Legault

PMC · DOI: 10.3762/bjoc.20.111 · Beilstein Journal of Organic Chemistry · 2024-06-03

## TL;DR

A new simple method was developed to convert bromoalkenes into dialkyl α-bromoketones using a hypervalent iodine-catalyzed reaction.

## Contribution

The paper introduces a catalytic oxidative hydrolysis method for synthesizing dialkyl α-bromoketones from bromoalkenes.

## Key findings

- The method works for both symmetrical and unsymmetrical dialkyl bromoketones with moderate yields.
- Ritter-type side products form via an alternative reaction pathway.

## Abstract

We have developed an operationally simple method for the synthesis of dialkyl α-bromoketones from bromoalkenes by utilizing a hypervalent iodine-catalyzed oxidative hydrolysis reaction. This catalytic process provides both symmetrical and unsymmetrical dialkyl bromoketones with moderate yields across a broad range of bromoalkene substrates. Our studies also reveal the formation of Ritter-type side products by an alternative reaction pathway.

## Full-text entities

- **Chemicals:** iodine (MESH:D007455), aliphatic bromoalkenes (-)

## Full text

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## Figures

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## References

32 references — full list in the complete paper: https://tomesphere.com/paper/PMC11181184/full.md

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Source: https://tomesphere.com/paper/PMC11181184