Transition metal-catalyzed transformations of 2-formylarylboronic acids.

2-Formylarylboronic acids are easily available precursors in organic chemistry. Different types of transition metal catalysts, such as Pd(0), Pd(II), Rh(I), Ir(I), Ni(II), Cu(I), Cu(II), and Co(II), can efficiently catalyze coupling reactions of 2-formylarylboronic acids with other organic reactants. In this review, we describe the synthesis of a diverse range of carbocyclic and heterocyclic compounds, as well as acyclic compounds, via transition metal-catalyzed reactions of 2-formylarylboronic acids over the past two decades.

Transition Metal-Catalyzed Dual C-H Activation/Annulation Reactions Involving Internal Alkynes.

Recently, transition metal-catalyzed ortho-C-H bond activation/annulations involving two internal alkyne molecules have been extensively used to synthesize highly substituted polycyclic aromatic scaffolds. Such reactions have emerged as a powerful atom and step-economical strategy for the assembly of multifunctional bioactive molecules. In this context, we focused on the recent achievements of dual C-H bond activation/annulations, as well as functionalization reactions involving diaryl/alkyl alkynes.

Phthalimides: developments in synthesis and functionalization.

Phthalimides, an important class of biologically active N-heterocycles, are not only found in pharmaceuticals, natural products, agrochemicals, polymers, and dyes, but also serve as building blocks in organic transformations. Many synthetic methods, including metal catalysis and metal-free systems, have been developed to prepare functionalized phthalimides. In this review, we describe the developments in the synthesis and functionalization of phthalimides over the past two decades.

Developments and applications of α-bromonitrostyrenes in organic syntheses.

The presence of the bromo and nitro groups in the structure of α-bromonitrostyrene makes them highly reactive and versatile reagents in organic syntheses. α-Bromonitrostyrenes act as an effective dielectrophile in the reaction with various nucleophiles. In these reactions, the bromo and nitro groups behave as good leaving groups for the assembly of a diverse range of heterocyclic compounds, such as dihydrofurans, dihydropyranes, furans, pyrroles, pyrazoles, isooxazolines, spiropyrrolidines, etc. In the current review, we have focused on the transformations of α-bromonitrostyrenes under organocatalysis, metal catalysis, and base-catalysis systems as well as catalyst-free conditions, since 2010.

NHC-Catalyzed Enantioselective Transformations Involving α-Bromoenals.

α-Haloenals, especially, α-bromoenals considered as one of the important building blocks in organic synthesis. They can participate in various (3+2)-, (3+3)-, (3+4)-, and (2+4)-annulation reactions with other organic molecules in the presence of an NHC catalyst to produce enantioenriched carbo-, and heterocyclic compounds. Herein, we have described NHC-catalyzed enantioselective transformations of α-bromoenals in the synthesis of various heterocycles, and carbocycles, as well as acyclic organic compounds.

Decarboxylative 1,3-dipolar cycloadditions of l-proline.

1,3-Dipolar cycloaddition is one of the important chemical reactions between a 1,3-dipole and a dipolarophile to construct a five-membered heterocyclic compound. As an available α-amino acid reactant, l-proline is extensively used in 1,3-dipolar cycloaddition reactions. A diverse spectrum of bioactive spiro and fused N-heterocycles is obtained through this synthetic approach. In this review, we have described the use of l-proline in the synthesis of various spiro- and fused heterocyclic scaffolds.

Metal-free 2-isocyanobiaryl-based cyclization reactions: phenanthridine framework synthesis.

The development of transition metal-free 2-isocyanobiaryl-based reactions has received much attention due to the widespread presence of phenanthidine frameworks as products in pharmacological chemistry and materials science. This review article focuses on the achievements from 2013 until now in various metal-free catalyzed reactions and discusses challenging mechanisms and features of the transformations.

N-Sulfenylsuccinimide/phthalimide: an alternative sulfenylating reagent in organic transformations.

In the field of organosulfur chemistry, sulfenylating agents are an important key in C-S bond formation strategies. Among various organosulfur precursors, N-sulfenylsuccinimide/phthalimide derivatives have shown highly electrophilic reactivity for the asymmetric synthesis of many organic compounds. Hence, in this review article, we focus on the application of these alternative sulfenylating reagents in organic transformations.

Synthesis of N-, O-, and S-heterocycles from aryl/alkyl alkynyl aldehydes.

In the field of heterocyclic synthesis, alkynyl aldehydes serve as privileged reagents for cyclization reactions with other organic compounds to construct a broad spectrum of N-, O-, and S-heterocycles. Due to the immense application of heterocyclic molecules in pharmaceuticals, natural products, and material chemistry, the synthesis of such scaffolds has received wide attention. The transformations occurred under metal-catalyzed, metal-free-promoted, and visible-light-mediated systems. The present review article highlights the progress made in this field over the past two decades.

Recent advances in synthesis of stilbene derivatives via cross-coupling reaction.

The stilbenes are undoubtedly some of the most significant moieties in various bioactive natural and synthetic structures, and they are considered privileged structures. In recent years, the preparation of these structures via cross-coupling reactions has attracted much attention. In the current review, we present a summary of the recent developments in the construction of stilbene and stilbene derivatives by carbon-carbon coupling reactions of organic compounds in the presence of transition metal catalysts or under metal-free conditions. In this context, we outline the features of the important reactions, some product yields, and challenging reaction mechanisms.