Pyrrole-annulated heterocyclic systems. Synthesis of 2H-pyrrolo[3,4-b][1,5]benzothiazepine 4,4-dioxide derivatives

Di Santo R.; Massa S.; Artico M.; Costi R.

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Pyrrole-annulated heterocyclic systems. Synthesis of 2H-pyrrolo[3,4-b][1,5]benzothiazepine 4,4-dioxide derivatives

机译：吡咯环化的杂环系统。 2H-吡咯并[3,4-b] [1,5]苯并硫氮杂4,4-二氧化物衍生物的合成

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Condensation of 2-nitrothiophenol with ethyl propiolate afforded 3-(2-nitrophenylthio)propenoate. Oxidation of sulfur atom to sulfone group gave ethyl 3-(2-nitrophenylsulfonyl)propenoate, which underwent condensation with tosyl methylisocyanide (TosMIC) to yield ethyl 4-(2-nitrophenylsulfonyl)pyrrole-3-carboxylate. Reduction of nitro group afforded ethyl 4-(2-aminophenylsulfonyl)-1H-pyrrole-3-carboxylate, which was cyclized to 2H-pyrrolo[3,4-b][1,5] benzothiazepin-10(9H)-one 4,4-dioxide. Similar procedure was used for the synthesis of 9,10-dihydro-10-methyl-2H-pyrrolo[3,4-b][1,5]benzothiazepine 4,4-dioxide. [References: 6]

机译：2-硝基硫代苯酚与丙酸乙酯的缩合得到3-（2-硝基苯基硫代）丙酸酯。将硫原子氧化成砜基团得到3-（2-硝基苯基磺酰基）丙酸乙酯，将其与甲苯磺酰基甲基异氰化物（TosMIC）缩合，得到4-（2-硝基苯基磺酰基）吡咯-3-羧酸乙酯。还原硝基得到4-（2-氨基苯基磺酰基）-1H-吡咯-3-羧酸乙酯，将其环化为2H-吡咯并[3,4-b] [1,5]苯并噻吩-10（9H）-一4 ，4-二氧化物。相似的方法用于合成9,10-二氢-10-甲基-2H-吡咯并[3,4-b] [1,5]苯并噻氮卓4,4-二氧化物。 [参考：6]

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《Synthetic Communications》 |1998年第13期|共14页
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Di Santo R.; Massa S.; Artico M.; Costi R.;
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1. Pyrrole-annulated heterocyclic systems. Synthesis of 2H-pyrrolo[3,4-b][1,5]benzothiazepine 4,4-dioxide derivatives [J] . Di Santo R., Massa S., Artico M., Synthetic Communications . 1998,第13期

机译：吡咯环化的杂环系统。 2H-吡咯并[3,4-b] [1,5]苯并硫氮杂4,4-二氧化物衍生物的合成
2. Facile one-pot synthesis of 4-aryl-3-methyl-1-phenylpyrazolo[3,4-b]-[1,5]benzothiazepine derivatives via a regioselective nucleophilic addition [J] . El Latif FMA, El Rady EA Phosphorus, Sulfur, and Silicon and the Related Elements . 2004,第2期

机译：通过区域选择性亲核加成反应轻松地一锅合成4-芳基-3-甲基-1-苯基吡唑并[3,4-b]-[1,5]苯并硫氮杂ze衍生物
3. Synthesis of 1,5-benzothiazepine-1-oxide/-1,1-dioxide derivatives and 1,2-oxazirino[2,3-a] [1,5] benzodiazepine [J] . Jiaxi Xu, Bo Liang, Sheng Jin Phosphorus, Sulfur, and Silicon and the Related Elements . 1999,第0期

机译：1,5-苯并噻氮杂-1-氧化物/ -1,1-二氧化物衍生物和1,2-恶唑啉酮[2,3-a] [1,5]苯并二氮杂的合成
4. Synthesis and Optical and Electrochemical Properties of Trifluoromethylated Pyrazolic 3,4-b Quinoline Derivatives (CF3-PQs) [C] . Jing Wang, Wen Wan, Haizhen Jiang, Proceedings of China display / Asia display 2011 . 2011

机译：三氟甲基化吡唑并3,4-b喹啉衍生物（CF3-PQs）的合成及其光学和电化学性能
5. Synthesis and characterization of 2,3-dihydro-thieno[3,4-b][1,4]dioxine (EDOT) derivatives and related compounds as precursors to optoelectronic materials. [D] . Pepitone, Michael F. 2003

机译：合成和表征2,3-二氢噻吩并[3,4-b] [1,4]二恶英（EDOT）衍生物和相关化合物作为光电子材料的前体。
6. Novel Thiazolo[5,4-b]phenothiazine Derivatives: Synthesis, Structural Characterization, and In Vitro Evaluation of Antiproliferative Activity against Human Leukaemia [O] . Balazs Brem, Emese Gal, Luiza Găină, 1999

机译：新型噻唑并[5,4-b]吩噻嗪衍生物：合成，结构表征和抗人白血病抗增殖活性的体外评价
7. Synthesis and angiotensin converting enzyme-inhibitory activity of 1,5-benzothiazepine and 1,5-benzoxazepine derivatives. III. [O] . KATSUMI ITOH, MASAKUNI KORI, YOSHIYUKI INADA, 1986

机译：1,5-苯并噻嗪和1,5-苯并恶唑嗪衍生物的合成和血管紧张素转化酶抑制活性。 III。

Pyrrole-annulated heterocyclic systems. Synthesis of 2H-pyrrolo[3,4-b][1,5]benzothiazepine 4,4-dioxide derivatives

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