Recent advances in the synthetic applications of Morita-Baylis-Hillman and Rauhut-Currier adducts of nitroalkenes

The Morita-Baylis-Hillman (MBH) and Rauhut-Currier (RC) adducts of nitroalkenes are important synthetic intermediates in organic synthesis. This review discusses the applications of different MBH and RC adducts of nitroalkenes such as MBH alcohols, acetates, bromides and hydrazinonitroalkenes as wel...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2023-08, Vol.21 (31), p.6243-6262
Main Authors: Sivanandan, Sudheesh T, Nair, Divya K, Namboothiri, Irishi N. N
Format: Article
Language:English
Subjects:
Acetates
Acetic acid
Adducts
Alcohols
Bromides
Chemical synthesis
Intermediates
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Summary:The Morita-Baylis-Hillman (MBH) and Rauhut-Currier (RC) adducts of nitroalkenes are important synthetic intermediates in organic synthesis. This review discusses the applications of different MBH and RC adducts of nitroalkenes such as MBH alcohols, acetates, bromides and hydrazinonitroalkenes as well as ketoalkylnitroalkenes in the synthesis of complex molecules including carbocycles and heterocycles. It also covers the mechanistic aspects, including the key intermediates and the reaction pathways. Early reports on MBH and RC reactions of nitroalkenes and applications of the products were covered in previous reviews. The present review covers the reports that appeared in the timeline of 2015-2023. This article reviews the recent applications of Morita-Baylis-Hillman and Rauhut-Currier adducts of nitroalkenes. It also covers the mechanistic aspects, including the key intermediates and the reaction pathways.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob00853c