Refernces
10.14233/ajchem.2014.16244
The study focuses on the development of a novel catalytic enantioselective method for the synthesis of chiral organoboronates, which are valuable precursors for the preparation of enantio-enriched compounds. The researchers synthesized a novel compound, 1-[2-{(1R,2S)-2-(chloromethyl)cyclopropyl]ethyl}-4-methoxybenzene, through a cyclopropanation reaction using boronate complexes as nucleophiles. Key chemicals used in the study include N,N-diisopropylcarbamoyl chloride, 3-(4-methoxyphenyl)-1-propanol, n-butyl lithium (n-BuLi), allylboronic acid pinacol ester, (-) sparteine, N,N,N,N-tetramethyl-ethylenediamine (TMEDA), 1,3-bis(trifluoromethyl)-5-bromobenzene, N-chlorosuccinimide (NCS), and trichloroisocyanuric acid (TCCA). These chemicals served various purposes, such as reactants, catalysts, and reagents in the synthesis process, with the aim of achieving high yields and enantioselectivity in the production of the target chiral compound. The study also investigated the effects of temperature and the choice of aryllithiums and electrophiles on the yields and stereoselectivity of the reaction.
10.1021/jo102060j
The study presents an efficient method for synthesizing iodoisoquinoline-fused benzimidazole derivatives, which are significant for their potential biological activities such as anti-HIV-1, anticancer, antimicrobial, and antifungal properties. The researchers developed a tandem cyclization strategy using CuI/I2 to promote the electrophilic tandem cyclization of 2-ethynylbenzaldehydes with ortho-benzenediamines. This approach led to the formation of the desired iodoisoquinoline-fused benzimidazoles in moderate to good yields. The study also explored the scope of the reaction with various substrates and demonstrated the potential of the synthesized products for further functionalization through cross-coupling reactions, highlighting the importance of this method for drug discovery and the development of heterocyclic compounds with diverse biological activities.
10.1016/j.tetlet.2009.01.145
The research focuses on the three-component Ugi–Smiles couplings of cyclic imines, which are reactions that yield N-aryl piperidines and pyrrolidines, structures that are biologically relevant. The purpose of this study was to develop a new route to synthesize these compounds using cyclic imines, which were formed by the oxidation of cyclic amines with N-chlorosuccinimide (NCS) followed by base-induced dehydrochlorination. The researchers explored the behavior of these cyclic imines in Ugi–Smiles couplings with electron-deficient phenols and isocyanides. They found that the reactions were efficient with various phenols and isocyanides, leading to the formation of the desired N-aryl pyrrolidines and piperidines in good yields.
10.1021/ic2009539
The research investigates the electronic perturbations of iron dipyrrinato complexes through ligand β-halogenation and meso-fluoroarylation. The purpose is to systematically explore how peripheral ligand variations affect the chemistry of transition-metal dipyrrinato complexes, which have potential applications in areas like metal-organic frameworks, fluorescence labeling, and C-H activation chemistry. The researchers synthesized a series of nine dipyrrins with different substituents at the pyrrole backbone (β positions) and the bridgehead methine (meso position), and their FeII complexes. Key chemicals used include pyrrole, various aromatic aldehydes or acetals, DDQ for oxidation, and halogenating agents like N-chlorosuccinimide, N-bromosuccinimide, and iodine. The study found that these ligand modifications caused shifts in electronic absorption maxima, significant changes in electrochemical redox potentials, and notable variations in the FeIII/II redox potential, absorption maxima, and 57Fe M?ssbauer quadrupole splitting of the iron complexes. The results demonstrate that peripheral variation of the dipyrrinato ligand scaffold can systematically alter the chemical and physical properties of iron dipyrrinato complexes.
10.1002/jhet.5570340327
The research aims to explore the chlorination of carbazole and its derivatives to synthesize and isolate various chlorocarbazoles. N-Chlorobenzotriazole is highlighted for its efficiency in chlorination reactions. When used in dichloromethane, it provides high yields of specific chlorocarbazoles. N-Chlorosuccinimide is another key chlorinating agent used in the study. It is employed both in glacial acetic acid and in combination with silica gel in dichloromethane. The study shows that N-chlorosuccinimide in glacial acetic acid provides 1,6-dichlorocarbazole (1c) with a yield of 62%, which is significantly higher than previously reported yields. Both reagents are compared in terms of their efficiency and selectivity. N-chlorobenzotriazole is found to be more selective and efficient for higher chlorinated derivatives, while N-chlorosuccinimide is effective for the formation of 1,6-dichlorocarbazole. The study concludes that both reagents are valuable tools for the chlorination of carbazoles, with their specific advantages depending on the desired chlorocarbazole product and reaction conditions.
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