Chemoselective reaction of 1-p-acetanilido-3-acetyl-5-hydroxy-2-methylindole towards methyl chloroacetate: synthesis and antiinflammatory activity of some new 5-pyrrolyl/oxadiazolyl/triazolyl/quinazolinyl-methoxyindole derivatives

G S Gadaginamath; S R Pujar; R R Kavali

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Chemoselective reaction of 1-p-acetanilido-3-acetyl-5-hydroxy-2-methylindole towards methyl chloroacetate: synthesis and antiinflammatory activity of some new 5-pyrrolyl/oxadiazolyl/triazolyl/quinazolinyl-methoxyindole derivatives

机译：1-对乙酰氨基-3-乙酰基-5-羟基-2-甲基吲哚对氯乙酸甲酯的化学选择性反应：一些新的5-吡咯基/恶二唑基/三唑基/喹唑啉基-甲氧基吲哚衍生物的合成和抗炎活性

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1-p-Acetanilido-3-acetyl-5-hydroxy-2-methylindole when treated with CH_3I and K_2CO_3 in refluxing dry acetone produces N,O-methylated 1-p-N-methylacetanilido-3-acetyl-5-methoxy-2-methylindole but when it is reacted with methyl chloroacetate under similar reaction conditions yields only O-alkylated 1-p-acetanilido-3-acetyl-5-methoxycarbonylmethoxy-2-methylidole. This indole ester on treatment with hydrazine hydrate in refluxing ethanol gives only the monocarbohydrazide which is reacted separately with acetonyl acetone, triethyl orthoformate, CS_2, KOH/N_2N_4·H_2O, and 1,3-benzoxazine to secure pyrrolyl/oxadiazolyl/triazolyl and quinazolinylmethoxyindoles. Some of these new indole derivatives are screened for their antiinflammatory activity.

机译：当在回流的干燥丙酮中用CH_3I和K_2CO_3处理时，1-p-乙酰乙酰基-3-乙酰基-5-羟基-2-甲基吲哚会生成N，O-甲基化的1-pN-甲基乙酰基乙酰基-3-乙酰基-5-甲氧基-2-甲氧基-2-甲基吲哚但是当它与氯乙酸甲酯在相似的反应条件下反应时，仅产生O-烷基化的1-对乙酰氨基-3-乙酰基-5-甲氧基羰基甲氧基-2-甲基碘。该吲哚酯在回流的乙醇中用水合肼处理后，仅得到单碳酰肼，其与丙酮基丙酮，原甲酸三乙酯，CS_2，KOH / N_2N_4·H_2O和1,3-苯并恶嗪分别反应，以确保吡咯基/恶二唑基/三唑基和喹唑啉基甲氧基吲哚。筛选了其中一些新的吲哚衍生物的抗炎活性。

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《Indian Journal of Chemistry, Section B. Organic Including Medicinal》 |2003年第8期|共5页
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G S Gadaginamath; S R Pujar; R R Kavali;
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1. Chemoselective reaction of 1-p-acetanilido-3-acetyl-5-hydroxy-2-methylindole towards methyl chloroacetate: synthesis and antiinflammatory activity of some new 5-pyrrolyl/oxadiazolyl/triazolyl/quinazolinyl-methoxyindole derivatives [J] . G S Gadaginamath, S R Pujar, R R Kavali Indian Journal of Chemistry, Section B. Organic Including Medicinal . 2003,第8期

机译：1-对乙酰氨基-3-乙酰基-5-羟基-2-甲基吲哚对氯乙酸甲酯的化学选择性反应：一些新的5-吡咯基/恶二唑基/三唑基/喹唑啉基-甲氧基吲哚衍生物的合成和抗炎活性
2. Chemoselective reaction of benz[g]indole dicarboxylate towards hydrazine hydrate:Bisheterocycles:Synthesis and antimicrobial activity of some new l-[2-hydroxyethyl]-3-ethoxycarbonyl-5-oxadiazolyl/triazolyl/pyrrolylaminocarbonylmethoxy-2-methylbenz[g] [J] . Manjunath G Bhovi, Guru S Gadaginamath Indian Journal of Chemistry, Section B. Organic Including Medicinal . 2005,第4期

机译：苯并[g]吲哚二羧酸酯对水合肼的化学选择性反应：双环杂环化合物：一些新的1- [2-羟乙基] -3-乙氧基羰基-5-恶二唑基/三唑基/吡咯基氨基羰基甲氧基-2-甲基苯并[g]的合成和抗菌活性[g]
3. Chemoselective reaction of indole 1,3-dicarboxylates towards hydrazine hydrate:Bisheterocycles:Synthesis and antimicrobial activity of some new 2-methyl-3- ethoxycarbonyl-1-oxadiazolyl/thiazolidinonyl/pyrrolyl-aminocarbonylmethylindoles [J] . Manjunath G Bhovi, Guru S Gadaginamath Indian Journal of Chemistry, Section B. Organic Including Medicinal . 2005,第8期

机译：吲哚1，3-二羧酸酯对水合肼的化学选择性反应：双环化合物：一些新的2-甲基-3-乙氧基羰基-1-恶二唑基/噻唑烷二酮/吡咯基-氨基羰基甲基吲哚的合成及抑菌活性
4. SYNTHESIS AND BIOLOGICAL EVALUATION OF NOVEL (TRIAZOLYL)METHYL AMIDE-LINKED PSEUDODISSACARIDE NUCLEOSIDES AS POTENTIAL GLYCOSYLTRANSFERASE INHIBITORS [C] . Vitor J. Martins, Paula A. Videira, and Nuno M. Xavier International Carbohydrate Symposium . 2018

机译：新型（三唑基）甲基酰胺连接的假糖苷核苷作为潜在糖基转移酶抑制剂的合成及生物学评价
5. Part I: Chemoselective palladium catalyzed reactions of bifunctional 2-B(pin)-substituted allylic acetate derivatives; Part II: Palladium catalyzed deprotonative arylation of azaarylmethyl amines and ethers. [D] . Kim, Byeong-Seon. 2016

机译：第一部分：双官能2-B（pin）-取代的烯丙基乙酸酯衍生物的化学选择性钯催化的反应；第二部分：钯催化的氮杂芳基甲基胺和醚的去质子化芳基化。
6. The Chemoselective Reduction of Isoxazoline γ-Lactams Through Iminium Aza-Diels-Alder Reactions: A Short-Cut Synthesis of Aminols as Valuable Intermediates towards Nucleoside Derivatives [O] . Misal Giuseppe Memeo, Mariella Mella, Paolo Quadrelli 2012

机译：通过氮杂氮杂-Diels-Alder反应对异恶唑啉γ-内酰胺的化学选择性还原：胺类化合物作为有价值的中间体向核苷衍生物的快速合成
7. Pyrimidine Derivatives and Related Compounds. XXI. Synthesis and Analgetic and Antiinflammatory Activities of 5-Dimethylamino-6-methyl-4-oxodihydropyrimidine Derivatives [O] . SHIGEO SENDA, KOSAKU HIROTA, OSAMU OTANI 1974

机译：嘧啶衍生物和相关化合物。 XXI。 5-二甲基氨基-6-甲基-4-氧代二嘧啶衍生物的合成和抗炎活性和抗炎活性
8. Mechanisms of Photochemical Reactions in Solution. Lxv. Quenching of Excited Singlet States of Electron-Rich Aromatic Compounds by Methyl Chloroacetate [R] . McCall, M. T., Hammond, G. S., Yonemitsu, O., 1970

机译：溶液中光化学反应的机理。 LXV。用氯乙酸甲酯淬灭富电子芳香族化合物的激发单重态

Chemoselective reaction of 1-p-acetanilido-3-acetyl-5-hydroxy-2-methylindole towards methyl chloroacetate: synthesis and antiinflammatory activity of some new 5-pyrrolyl/oxadiazolyl/triazolyl/quinazolinyl-methoxyindole derivatives

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