Correction: Design, synthesis, and evaluation of bitopic arylpiperazine-phthalimides as selective dopamine D3 receptor agonists
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Correction for 'Design, synthesis, and evaluation of bitopic arylpiperazine-phthalimides as selective dopamine D3 receptor agonists' by Yongkai Cao Keywords:
Phthalimides
A novel synthetic access to isoquinolones via a Ni(0)-catalyzed decarbonylative addition of alkynes to phthalimides has been developed. This reaction shows that activated C-N bonds can undergo a decarbonylative Ni(0)-complex insertion enabling an intermolecular addition to alkynes.
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Abstract Phthalimide derivatives are important in medicinal chemistry, several phthalimidation methodologies have been developed. Here, we report a facile, metal‐free, and catalyst‐free method for the preparation of N ‐phthalimides in good to excellent yield by reacting 2‐(arenesulfonyl)phthalimides with various amine substrates.
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The influence of deactivation processes (like hydrogen bonding) on the photodecarboxylation of w-phthalimido potassium carboxylates was studied using a series of N-phthaloyl dipeptides. Furthermore, the decarboxylative addition of unfunctionalized carboxylates and heteroatom-functionalized carboxylates to phthalimides was developed as a highly chemoselective radical addition reaction.
Phthalimides
Imide
Heteroatom
Photoinduced electron transfer
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Abstract Umsetzung des Phthaloxims (II) mit den Aroylaziden (I) oder mit den Arylisocyanaten (IV) liefert die Arylcarbamoyloxyphthalimide (III), die mit H 2 SO 4 zu den Hanrstoffen (V) hydrolysiert werden.
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The nickel-mediated cross-coupling of phthalimides with diorganozinc reagents proceeds via a decarbonylative process to produce ortho-substituted benzamides in high yields. In addition to tolerating diverse phthalimide functionality, including alkyl, aryl, and heteroatom containing substituents, this methodology proceeds smoothly with diorganozinc reagents prepared from aryl bromides and utilized without purification.
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Abstract Carbamo(dithioperoxo)thioate compounds have been synthesized in aqueous medium under open aerial condition at room temperature. N ‐(Arylthio)phthalimides are used as electrophilic sulfur donors which react with in situ generated dithiocarbamate anions to produce carbamo(dithioperoxo)thioates in excellent yields. After the reaction, phthalimide residue was recovered and reused to prepare N ‐(Arylthio)phthalimides.
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Dithiocarbamate
Aqueous medium
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ABSTRACT A mixture of phthalic anhydride (1) and aromatic amines (2a–h) were irradiated in a microwave oven for 2–10 min to provide N-aryl phthalimides (3a–h) in 91–95% yields.
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Abstract N ‐substituted phthalimides have been used to target many biological systems with examples that are clinically used as drugs. Furthermore, N ‐substituted phthalimides can also be used in other settings such as in the preparation of polymers, as catalysts, and as protective groups. Because of all these important fields of application, the synthesis of phthalimides is well reported. However, synthetic methods to phthalimides with different heteroatom substituents in position 4 are lacking. The present work describes the development of robust synthetic methods to N ‐substituted 4‐aryloxy/thiophenoxy/thioisopropyloxy‐phthalimides. The developed methods allow for the introduction of these substituents through an atom efficient one‐step synthesis, which gives good to excellent yields and tolerate a wide range of substituents.
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Imide
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Michael addition of phthalimides to (C)(C) double bond compounds having electron withdrawing group in the α-position under PTC condition is described. Eight compounds,such as N-phthalyl-β-alanine butyl ester and β-(4-nitrophthalimido),in which N-substituted derivatives of phthalimides serving as building blocks, were synthesized by this convenient method. Their structures were identified by means of IR, EA, and ()~1H NMR.
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