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The synthesis of imides holds significant importance in various scientific disciplines and industrial applications due to their extensive use in biomolecules, inorganic compounds, and organic compounds. Traditional methods for imide synthesis often rely on the use of toxic or expensive oxidizing agents, limiting their sustainability and practicality. Herein, we present a green and environmentally friendly approach for the synthesis of imides from N-alkylamides using electrocatalytic oxidation with H2O as the green oxygen source. This sustainable and atom-efficient approach outperforms traditional methods by eliminating the need for toxic or expensive oxidants while simultaneously achieving high yields under mild reaction conditions. The protocol exhibits broad substrate compatibility, enabling the transformation of a wide range of N-alkyl (methyl, ethyl and cyclopropyl) amides into imides. The resulting imide products can serve as valuable building blocks for the synthesis of biologically relevant 1,2,4-triazole compounds. Furthermore, the practicality of this method is demonstrated through a gram-scale reaction, affirming its efficiency and potential for industrial applications. Our work presents a sustainable and versatile strategy for imide synthesis, aligning with green chemistry principles and sustainable manufacturing practices. [ABSTRACT FROM AUTHOR]

The pursuit of step- and atom-economy in natural product and complex molecule syntheses continuously inspires the development of synthetic methodologies. In this context, to enable efficient synthesis of (E , E)-dienes as common structural subunits in natural products, our lab has established robust protocols based on modified Negishi cross-couplings and evolved them to more concise titanium-mediated alkyne–alkyne reductive coupling. In this review, we summarize the natural product synthesis driven methodology development and their applications in the total synthesis of complex molecules, focusing on the studies from our laboratory. 1 Introduction 2 Transition-Metal-Catalyzed Cross-Coupling in Natural Product Synthesis 2.1 Synthesis of Branched Trisubstituted Conjugated Dienes by Negishi Coupling 2.2 Stereo- and Regiocontrolled Synthesis of Branched Trisubstituted Conjugated Dienes by Modified Negishi Coupling 2.3 Enantioselective Total Synthesis of Reveromycin B by Drouet & Theodorakis 2.4 Enantioselective Synthesis of the Protein Phosphatase Inhibitor (–)-Motuporin by Hu & Panek 2.5 Total Synthesis of (–)-Callystatin A by Langille & Panek 2.6 Total Synthesis of Brevisamide by Lee & Panek 3 Titanium Alkoxide-Mediated Reductive Coupling in Natural Product Synthesis 3.1 Titanium Alkoxide-Mediated Alkyne–Alkyne Reductive Coupling 3.2 Total Synthesis of Callystatin A by Reichard & Micalizio 3.3 Total Synthesis of (–)-Virginiamycin M2 by Wu & Panek 3.4 Total Synthesis of Nuclear Factor of Activated T-Cells-68 (NFAT-68) by Cai & Panek 3.5 Titanium Alkoxide-Based Regioselective Alkyne–Alkyne Reductive Coupling Mediated by in situ Generated Arylamidate 4 Summary [ABSTRACT FROM AUTHOR]