Metal-Catalyzed Cross-Coupling Reactions of Halomaleic Anhydrides and Halomaleimides: Synthesis of Structurally Interesting and Biologically ­Important Natural and Unnatural Products

Prashant S. Deore; Narshinha P. Argade

doi:10.1055/s-0033-1338579

Synthesis, Table of Contents

Synthesis 2014; 46(03): 281-289
DOI: 10.1055/s-0033-1338579

short review

Metal-Catalyzed Cross-Coupling Reactions of Halomaleic Anhydrides and Halomaleimides: Synthesis of Structurally Interesting and Biologically Important Natural and Unnatural Products

Prashant S. Deore*

Division of Organic Chemistry, National Chemical Laboratory (CSIR), Pune 411 008, India Email: np.argade@ncl.res.in

,

Narshinha P. Argade*

Division of Organic Chemistry, National Chemical Laboratory (CSIR), Pune 411 008, India Email: np.argade@ncl.res.in

› Author Affiliations

Abstract

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Abstract

This brief review presents a concise literature account of the metal-catalyzed cross-coupling reactions of halomaleic anhydrides and halomaleimides leading to significant synthetic and natural products. Metal-catalyzed Heck, Suzuki–Miyaura, Stille–Migita, Negishi, Hiyama, and Sonogashira cross-coupling reactions with palladium as the key element are discussed. The metal-catalyzed exchange of a vinylic leaving group by a carbon nucleophile, the S_NV reaction, gives a diverse range of bioactive natural and unnatural products.

Key words

halomaleic anhydride - halomaleimide - metal-catalyzed cross-coupling - bioactive natural and unnatural products - synthesis

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References

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Metal-Catalyzed Cross-Coupling Reactions of Halomaleic Anhydrides and Halomaleimides: Synthesis of Structurally Interesting and Biologically ­Important Natural and Unnatural Products

Metal-Catalyzed Cross-Coupling Reactions of Halomaleic Anhydrides and Halomaleimides: Synthesis of Structurally Interesting and Biologically Important Natural and Unnatural Products