The applications of copper (Cu) and Cu-based nanoparticles, which are based on the earth-abundant and inexpensive copper metal, have generated a great deal of interest in recent years, especially in the field of catalysis. The possible modification of the chemical and physical properties of these nanoparticles using different synthetic strategies and conditions and/or via postsynthetic chemical treatments has been largely responsible for the rapid growth of interest in these nanomaterials and their applications in catalysis. In addition, the design and development of novel support and/or multimetallic systems (e.g., alloys, etc.) has also made significant contributions to the field. In this comprehensive review, we report different synthetic approaches to Cu and Cu-based nanoparticles (metallic copper, copper oxides, and hybrid copper nanostructures) and copper nanoparticles immobilized into or supported on various support materials (SiO2, magnetic support materials, etc.), along with their applications i...

http://pubs.acs.org/doi/pdfplus/10.1021/acs.chemrev.5b00482

Cu and Cu-Based Nanoparticles: Synthesis and Applications in Catalysis.

Benjamin H. Rotstein,†,‡ Serge Zaretsky,† Vishal Rai,†,§ and Andrei K. Yudin*,† †Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario Canada, M5S 3H6 ‡Division of Nuclear Medicine and Molecular Imaging, Massachusetts General Hospital, and Department of Radiology, Harvard Medical School, 55 Fruit Street, Boston, Massachusetts 02114, United States Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Indore By-pass Road, Bhauri, Bhopal 462 066, MP India

Small Heterocycles in Multicomponent Reactions

The ynamide functional group activates carbon–carbontriple bonds through an attached nitrogen atom that bears an electron-withdrawing group. As a result, the alkyne has both electrophilic and nucleophilic properties. Through the selection of the electron-withdrawing group attached to nitrogen, chemists can modulate the electronic properties and reactivity of ynamides, making these groups versatile synthetic building blocks. The reactions of ynamides also lead directly to nitrogen-containing products, which provides access to important structural motifs found in natural products and molecules of medicinal interest. Therefore, researchers have invested increasing time and research in the chemistry of ynamides in recent years.This Account surveys and assesses new organic transforma-tions involving ynamides developed in our laboratory and in others around the world. We showcase the synthetic power of ynamides for rapid assembly of complex molecular structures. Among the recent reports of ynamide transformatio...

/pdf/ynamides-in-ring-forming-transformations-4y79gdtjsk.pdf

Ynamides in Ring Forming Transformations

Ketenes and Other Cumulenes as Reactive Intermediates

Organic thiocyanates are important synthetic intermediates to access valuable sulfur-containing compounds. In this review the different methods for their preparation and their synthetic applications will be presented. The literature of the last 15 years will be covered, highlighting selected recent advances in the chemistry of this class of compounds. We hope to offer chemists the tools to have a good grasp of this singular functionality and open the door to further progress in this chemistry.

Recent advances in the chemistry of organic thiocyanates

A one-pot synthesis of alkyl 3,4-dihydro-4-oxo-2H-1,3-thiazine-6-carboxylates from dialkyl acetylenedicarboxylates and N,N′-dialkylthioureas in the presence of triphenylphosphine (20 mol%) is described.

Ph3P-mediated one-pot synthesis of functionalized 3,4-dihydro-2H-1,3-thiazines from N,N′-dialkylthioureas and activated acetylenes in water

Copper-catalyzed one-pot synthesis of tetrasubstituted pyrazoles from sulfonyl azides, terminal alkynes, and hydrazonoyl chlorides

The synthesis of a novel class of pyrimidine derivatives via a copper-catalyzed tandem reaction of trichloroacetonitrile, 1,1,3,3-tetramethylguanidine, sulfonyl azides, and terminal alkynes is described.

Copper-Catalyzed Tandem Synthesis of Tetrasubstituted Pyrimidines from Alkynes, Sulfonyl Azides, Trichloroacetonitrile, and Tetramethylguanidine

A one-pot synthesis of dialkyl 1,3a,4,8b-tetrahydro-3a,8b-dihydroxy-1-alkyl-4-oxoindeno[1,2-b]pyrrole-2,3-dicarboxylates via three-component reaction from indan-1,2,3-trione hydrate (ninhydrin), primary amines, and dialkyl acetylenedicarboxylates is described.

Synthesis of Functionalized Tetrahydro‐4‐oxoindeno[1,2‐b]pyrroles from Ninhydrin, Acetylenedicarboxylates, and Primary Amines

Ketenimine intermediates generated by the addition of copper acetylides to sulfonyl azides are trapped by tetramethyl­guanidine to afford 1,4-dihydro-N,N-dimethyl-3-aryl(alkyl)-4-­aryl(alkyl)sulfoniminoazet-2-amine derivatives in moderate to good yields.

Manijeh Nematpour

Papers

Ph3P-mediated one-pot synthesis of functionalized 3,4-dihydro-2H-1,3-thiazines from N,N′-dialkylthioureas and activated acetylenes in water

Copper-catalyzed one-pot synthesis of tetrasubstituted pyrazoles from sulfonyl azides, terminal alkynes, and hydrazonoyl chlorides

Copper-Catalyzed Tandem Synthesis of Tetrasubstituted Pyrimidines from Alkynes, Sulfonyl Azides, Trichloroacetonitrile, and Tetramethylguanidine

Synthesis of Functionalized Tetrahydro‐4‐oxoindeno[1,2‐b]pyrroles from Ninhydrin, Acetylenedicarboxylates, and Primary Amines

Copper-Catalyzed One-Pot Synthesis of Functionalized 1,4-Dihydroazete Derivatives from Sulfonyl Azides, Terminal Alkynes, and Tetramethylguanidine