N-Heterocyclic carbenes (NHCs) containing triazolium motifs have emerged as a powerful tool in organocatalysis. Recently, various NHC pre-catalyst mediated organic transformations have been developed successfully. This article aims to compile the current state of knowledge on NHC-triazolium catalysed enantioselective name reactions and introduce newly developed catalytic methods. Furthermore, this review article framework provides an excellent opportunity to highlight some of the unique applications of these catalytic procedures in the natural product synthesis of biologically active compounds, notably the wide range of preparation of substituted chiral alcohols, and their derivatives. This article provides an overview of chiral NHC triazolium-catalyst libraries synthesis and their catalytic application in enantioselective reactions.
This Review discusses the various methods for functionalizing pyridine and quinoline scaffolds, including direct selective metalation (DoM), halogen/metal exchange reactions, Li, Mg, and Zn insertion, and trans‐metalation approaches, which are then followed by cross‐coupling reactions of the Kumada or Negishi types. Selective deprotonation of aryl or pyridyl/quinolinyl derivatives can be performed using n‐BuLi, LDA, and TMP‐based different organolithium, ‐magnesium, and ‐zinc reagents. The functionalized pyridine and quinoline‐based heterocyclic compounds were prepared by selectively deprotonating with presenting a directing functional group substituted pyridine/quinoline analogues in the presence of TMP‐bases (TMP−Li, Mg, Zn reagents). Different aryl or alkyl Li, Mg, and Zn reagents with electron‐donating and electron‐withdrawing substituents undergo transition metal‐catalyzed C(sp2)−C(sp2) and C(sp2)−C(sp3) types of cross‐coupling reactions with pyridine/quinoline halides under mild conditions with the sustainable process producing complex N‐heterocycles. Using moderate and sustainable reaction conditions, sensitive functional group tolerance, and inexpensive and low toxic chemicals, highly functionalization of pyridine and quinoline‐based bioactive therapeutic scaffolds and natural products was accomplished. Therefore, in this article, we provide a succinct overview of the numerous synthetic strategies and practical methods used by various authors between 2010 and 2023 to functionalize pyridine and quinoline analogues using diverse Li, Mg, and Zn organometallic reagents.
C 1 -selective deuteration of aromatic aldehydes is of great importance for isotopic labeling and for improving the characteristics of drug molecules. Due to the recent increase in the use of deuterated pharmacological drugs, there is a pressing need for synthetic procedures that are efficient to produce deuterated aromatic aldehyde analouges. Deuterium labeling approaches are typically used as an effective tool for researching pharmaceutical absorption, distribution, metabolism, and excretion (ADME). Furthermore, deuterium-labeled pharmaceuticals are intended to increase therapeutic effectiveness and reduce side effects by extending the half-life of drug response. In the last few years, several catalytic or noncatalytic methods have been developed to synthesize deuterated aromatic aldehydes. In this concern, we offer a brief overview of the various synthetic strategies and practical methods for the formyl-selective deuterium labeling of aromatic aldehydes using different deuterium sources.
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