- C–N Coupling of Azoles or Imides with Carbocations Generated by Electrochemical Oxidation
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An approach for electrochemistry-enabled intermolecular oxidative C–N coupling reactions of azoles and imides with 1,3,5-cycloheptatriene and xanthenes is disclosed. The reaction proceeds via the anodic oxidation of 1,3,5-cycloheptatriene or xanthenes to
- Shao, Xiaoqing,Tian, Lifang,Wang, Yahui
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- Electrochemical Decarboxylative N-Alkylation of Heterocycles
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An operationally simple method to employ nonactivated carboxylic acids as alkylating agents in the N-alkylation of heterocycles is reported through an electrochemically driven anodic decarboxylative process. A wide substrate scope across a range of heterocycles is demonstrated along with a series of applications that significantly reduce the step count required to access such medicinally relevant structures.
- Baran, Phil. S.,He, Chi,Shang, Ming,Sheng, Tao,Vantourout, Julien. C.,Zhang, Hai-Jun
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supporting information
p. 7594 - 7598
(2020/10/09)
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- HETEROCYCLOALKYLATION OF BASES WITH XANTHYLIUM AND THIOXANTHYLIUM SALTS
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Xanthylium and thioxanthylium perchlorates convert tertiary amines into quaternary salts having xanthene and thioxanthene residues at the nitrogen atom.When these reagents are used, the heterocycloalkylation of amines, amides, sulfonamides, imides, and alcohols is not accompanied by disproportionation.
- Ivanov, G. E.,Pavlyuk, G. V.,Turov, A. V.,Ryzhakov, M. K.
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p. 752 - 755
(2007/10/02)
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- Gastric antisecretory 9H-xanthen-9-amines
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A series of 9H-xanthen-9-amines possessing a wide variety of nitrogen substituents at C-9 was prepared for evaluation of gastric antisecretory activity. These substituents included the acetamidine, imidate, pyrimidine, thiazoline, quinuclidine, 2-hydrazinopyridine, aminopiperidine, aminoalkylimidazole, and aminoalkylpyridine moieties. The majority of compounds in this series inhibited gastric acid secretion when tested orally in the pylorus-ligated rat. Potency was increased by intraduodenal administration and diminished by incubation with gastric juice, suggesting partial degradation of the compounds in the gastric environment. A representative example, 3-(9H-xanthen-9-ylamino)-1-ethylpiperidine, exhibited similar activity in dogs, although no free compound could be detected in the blood. It is therefore hypothesized that this compound is either rapidly bound to tissue and/or metabolized to an active species.
- Bender,Perchonock,Groves,Smith Jr.,Stringer,Sneed,Schlosser,Hostelley,Hwang,Eby,Konicki,Lavanchy,Wilson III,Loev
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p. 1218 - 1223
(2007/10/02)
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