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Published on: May 26, 2019
A method for synthesis of homoallylic bromide
Wenke Qi1, Peipei Wang, Liyuan Fan
1Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Dushu Lake Campus, Soochow University, Suzhou 215123, People's Republic of China.
Cyclopropyl Grignard reagents can be converted into valuable homoallylic bromides using carbonyl compounds and diethyl phosphite. This efficient one-pot reaction proceeds under mild conditions, offering moderate to good yields for synthetic chemists.
Area of Science:
- Organic Chemistry
- Organometallic Chemistry
Background:
- Grignard reagents are versatile organometallic compounds.
- Homoallylic bromides are important synthetic intermediates.
Purpose of the Study:
- To develop a novel method for synthesizing homoallylic bromides.
- To utilize cyclopropyl Grignard reagents in a new transformation.
Main Methods:
- Reaction of cyclopropyl Grignard reagents with carbonyl compounds.
- Inclusion of diethyl phosphite as a key reagent.
- One-pot reaction procedure under mild conditions.
Main Results:
- Formation of homoallylic bromides as the main product.
- Moderate to good yields achieved.
- Successful application of the developed synthetic route.
Conclusions:
- The described method provides an effective route to homoallylic bromides.
- The reaction is practical for synthetic applications due to mild conditions and one-pot nature.
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