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Here we report a silver-mediated trifluoromethoxylation of (hetero)aryldiazonium tetrafluoroborates by converting an aromatic amino group into an OCF3 group. This method, which can be considered to be a trifluoromethoxylation variation of the classic Sandmeyer-type reaction, uses readily available aryl and heteroaromatic amines as starting materials and AgOCF3 as trifluoromethoxylating reagents. The broad substrate scope and simple, mild reaction condition made this transformation a valuable method in constructing aryl-OCF3 bonds.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1227O – PubChem

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Disclosed are compounds of Formula (1), stereoisomers thereof, and pharmaceutically acceptable salts thereof, wherein L, r, s, R5, R6,R7, R9, R10, R11, R12, X1, X2, X3, X4, X13, and X14 are defined in the specification. This disclosure also relates to materials and methods for preparing compounds of Formula (1), to pharmaceutical compositions which contain them, and to their use for treating diseases, disorders, and conditions associated with SSTR4.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1224O – PubChem

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The present invention pertains to a process for the preparation of functionalized trihalomethoxypyridines of formula (I) comprising reacting hydroxypyridines with thiophosgene in the presence of a base; reacting the obtained chlorothionoformiates with elemental chlorine and finally converting trichloromethoxy pyridines to trihalomethoxy pyridines using a fluoride source.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1225O – PubChem

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Synthetic Route of 230642-84-9, Chemistry is the experimental science by definition. We want to make observations to prove hypothesis. For this purpose, we perform experiments in the lab. 230642-84-9, Name is 4-Vinyl-2,3-dihydrobenzofuran,introducing its new discovery.

The previously unknown 2-, 3-, and 4-(trifluoromethoxy)pyridines have now become readily accessible by means of an efficient and straightforward large-scale synthesis. Their regioselective functionalization by organometallic methods has been studied and has afforded new and highly important building blocks for life-sciences-oriented research. In addition, the first X-ray crystallographic structure determinations of (trifluoromethoxy)pyridines have been performed. Lowest-energy conformations of (trifluoromethoxy)pyridines and (trifluoromethoxy)pyridinium cations were determined by in silico studies. A general and efficient route to (trifluoromethoxy)pyridines is reported. Regioselective functionalization by organometallic methods afforded new and highly important building blocks for life-sciences-oriented research. The first X-ray crystallographic structure determinations of (trifluoromethoxy)pyridines have been performed and supported by in silico studies.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1226O – PubChem

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230642-84-9 4-Vinyl-2,3-dihydrobenzofuran 11446416, abenzofuran compound, is more and more widely used in various fields.

230642-84-9, 4-Vinyl-2,3-dihydrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the isolated Ru/salen/pyridine (4 mg, 0.005 mmol) catalyst was charged 4-vinyl-2,3-dihydrobenzofuran (0.37 g, 2.53 mmol) in 4.44 mL of toluene. To the stirred solution was slowly added a solution of EDA (0.32 g, 2.80 mmol) in 1.0 mL of toluene over 30 minutes. After 2.5 hours, an aliquot was removed, and the sample was analyzed by in-process HPLC. The desired cyclopropane ethyl ester was not formed, and only VBF was detected. The catalyst was not active in the promotion of the cyclopropanation of VBF., 230642-84-9

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Reference£º
Patent; R.P. Scherer Technologies, Inc.; US2007/270593; (2007); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.230642-84-9,4-Vinyl-2,3-dihydrobenzofuran,as a common compound, the synthetic route is as follows.

NMO (36.8 g, 314.6 mmol, 2.3 equiv), catalyst 1 (4 g, 5.5 mmol, 4 mol %) were suspended in dry dichloromethane (190 mL) under nitrogen atmosphere. Olefin 2 (20 g, 136.8 mmol, 1.0 equiv) were added and the mixture was stirred for approximately 15 min at ambient temperature, then it was cooled to approximately -70 C. M-CPBA (85 %, 44.5 g, 218.9 mmol, 1.6 equiv) in absolute ethanol (150 mL) was added dropwise and stirred at -60 to -70 C for 5 h. A 1 mol/L aqueous NaOH solution (approximately 300 mL) was added to maintain pH = 9 and the mixture was extracted with dichloromethane. The combined organic phase was washed with brine, then dried (Na2SO4). The organic phase was concentrated under reduced pressure to obtain a black oil. The residue was purified by flash column chromatography on silica gel, affording a light yellow oil 3 (17 g, yield 78 %)., 230642-84-9

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Reference£º
Article; Li, Xi-An; Yue, Lirong; Zhu, Jianrong; Ren, Huazhong; Zhang, Hong; Hu, Dong-yan; Han, Guangtian; Feng; Nan, Ze-dong; Tetrahedron Letters; vol. 60; 30; (2019); p. 1986 – 1988;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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To a solution of 4-ethenyl-2,3 – dihydro-1-benzofuran (5 g, 34.20 mmol, 1.00 equiv) in tetrahydrofuran (100 mL) and water (50 mL) was added 0504 (440 mg, 1.73 mmol, 0.05 equiv). The resulting solution was stirred for 30 mm at 20 C. Then Na104 (14.7 g, 68.69 mmol, 2.00 equiv) was added. The resulting solution was allowed to react, with stirring, for an additional 1 h at room temperature. The resulting solution was diluted with 100 mL of water. Then the resulting solution was extracted with ethyl acetate (2 x 50 mL) and the organic layers combined. The resulting mixture was washed with brine (2 x 50 mL), dried over anhydrous sodium sulfate and concentrated under vacuum to afford 5 g (99%) of 2,3-dihydro-1-benzofuran-4-carbaldehyde as light brown oil.

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Reference£º
Patent; AUSPEX PHARMACEUTICALS, INC.; ZHANG, Chengzhi; CHAKMA, Justin; LAUFER, Ralph; (108 pag.)WO2016/109359; (2016); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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To a flame-dried 1L three necked round bottom flask equipped with a magnetic stirrer was added N,N,2-trimethyl propionamide (17.8mL, 0.138mol) and anhydrous methylene chloride (200mL). The mixture was stirred to give a solution under argon and cooled to -15C. Trifluoromethanesulfonic anhydride (26mL, 0.154mol) was added via syringe and the resulting mixture was stirred at -15C for 10 minutes. A solution of [] (from Part D)(17.5g, 0.12mol), and collidine (21mL, 0.155mol) in anhydrous methylene chloride (30mL) was added at -15C. After the addition was completed, the reaction mixture was heated to reflux and stirred for 20 hours. The solvent was removed on a rotary evaporator and the residue oil was washed with ether (3x100mL) The residue was then dissolved in methylene chloride (150mL). Water (150mL) was added and the mixture was refluxed for 6 hours. After cooling to room temperature, the phases were separated. The aqueous layer was extracted with methylene chloride (2¡Á100mL). The rich organic layers were combined, washed with brine (200mL) and dried over anhydrous sodium sulfate. After removal of sodium sulfate by filtration, the filtrate was concentrated to give an oil which was purified by silica gel chromatography using 5-10% EtOAc/hexane as the eluent to give 19.0g (73%) title compound as a white crystalline compound. HPLC, 100A% at 220nm. 1H NMR (CDCl3) d, 7.14 (t, J=7.8Hz, 1H), 6.72 (t, J=8.2Hz, 2H), 4.52-4.65 (m, 2H), 3.50 (dd, J=7.0, 16.4Hz, 1H), 3.08-3.41 (m, 4H), 1.38 (s, 3H), 0.83 (s, 3H).

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Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; EP1041980; (2005); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem

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230642-84-9, 4-Vinyl-2,3-dihydrobenzofuran is a benzofuran compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ozone was bubbled into a stirring cold solution of (3 g, 21 mmol, prepared as described in WO 9933460) in dichloromethane (50 mL). The reaction was monitored by TLC (20:1 hexane/ethyl acetate). Upon completion of the reaction the mixture was purged with nitrogen for a few minutes followed by the addition of Hunig’s base (N,N-ethyldiisopropylamine, 5.44 g, 42 mmol). Stirring was continued while the reaction warmed to RT. The reaction was washed with 0.5 N HCl, water, and then brine. The organic layer was dried over MgSO4; filtered and concentrated in vacuo. The title compound (oil, 2.10 g, 69% yield) was isolated via silica gel using 10% ethyl acetate in hexanes., 230642-84-9

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Reference£º
Patent; Bristol-Myers Squibb Company; US6887870; (2005); B1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem