| Item type |
学術雑誌論文 / Journal Article(1) |
| 公開日 |
2024-03-06 |
| タイトル |
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タイトル |
Mn(III)-Based Oxidative Cyclization of 2-((2-Arylamino)Ethyl)-Malonates: Synthesis of Quinolines via Tetrahydroquinolinedicarboxylates |
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言語 |
en |
| 言語 |
|
|
言語 |
eng |
| 資源タイプ |
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資源タイプ |
journal article |
| 著者 |
Takayuki, Nagashimada
Masahiro, Morikawa
Kengo, Ohki
Hiroshi, Nishino
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| 内容記述 |
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内容記述 |
The synthesis of quinolines from aniline derivatives via the Mn(III)-based oxidative cyclization of 2-(2-(arylamino)ethyl)malonates is described. The 2-(2-(arylamino)ethyl)malonates were prepared in two steps from the substituted anilines. The cyclization of nineteen arylaminoethylmalonates protected by the N-acyl and N-alkoxycarbonyl groups easily proceeded in the formal 6-endo mode regardless of the presence of halo, methyl, and methoxy groups on the aromatic ring, and the corresponding tetrahydroquinolinedicarboxylates were produced in high yields except for the 2,4-dimethoxyphenyl-substituted aminoethylmalonate which occurred by ipso-cyclization. The tetrahydroquinolinedicarboxylate could be transformed into quinoline via decarboxylation and deprotective hydrolysis. The characteristic phenomenon in the NMR spectrum of the tetrahydroquinolinedicarboxylates is also discussed. |
| 書誌情報 |
en : Heterocycles
巻 103,
号 2,
p. 723-753,
発行年 2021
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| ISSN |
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|
収録物識別子 |
0385-5414 |
| DOI |
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関連タイプ |
isVersionOf |
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関連識別子 |
https://doi.org/10.3987/COM-20-S(K)31 |
| 著者版フラグ |
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出版タイプ |
AM |
| 出版者 |
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|
出版者 |
The Japan Institute of Heterocyclic Chemistry |
|
言語 |
en |
Heterocycles2021,103,723-753.pdf
