Recent Advances in the Nitration of Olefins

Paul, Nilanjan and Maity, Soham and Panja, Subir and Maiti, Debabrata (2021) Recent Advances in the Nitration of Olefins. John Wiley and Sons Inc.

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Nitroolefins are important synthetic intermediates in the field of organic synthesis as well as in medicinal chemistry. The high reactivity of nitroalkenes due to the polarized double bond which enables them to act as Michael acceptor in conjugate addition reactions, or as a dienophile in cycloaddition makes it an essential synthetic handle for accessing complex molecules. The classical method to prepare nitroolefins is indeed the Henry nitroaldol reaction, where a carbonyl compound and nitroalkane are condensed in presence of base. Direct nitration of olefin, on the other hand, serves as a useful alternative as olefins are abundant, have broad commercial availability and easy to manipulate. In this context, numerous methods have been developed over the last few decades, focusing on direct nitration of styrene and aliphatic olefins. Furthermore, thorough literature search revealed that implementation of this class of reactions are gaining momentum as a preferred pathway to access nitroolefins, despite the presence of a powerful technique such as Henry reaction. In this review, we aim to cover recent advances in direct olefin nitration and their importance in accessing biorelevant molecules, total synthesis targets and future outlook in this specific research area. © 2021 The Chemical Society of Japan & Wiley-VCH GmbH.

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IITH Creators:
IITH CreatorsORCiD
Item Type: Other
Additional Information: We are thankful to SERB‐IMPRINT India (IMP/2018/000878) for financial support.
Uncontrolled Keywords: C−H Nitration; High yields; Nitroolefin; Olefins; Stereoselective
Subjects: Chemistry
Divisions: Department of Chemistry
Depositing User: . LibTrainee 2021
Date Deposited: 21 Sep 2022 14:31
Last Modified: 21 Sep 2022 14:31
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