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The palladium-catalyzed benzylic-like nucleophilic substitution of acetates derived from benzofuran, benzothiophene and indole was investigated. The asymmetric substitution on racemic 1-(2-benzofuryl)ethyl acetate gave disappointing results, but the substitution product was obtained in 98% ee from (S)-1-(2-benzofuryl)ethyl acetate with overall retention of configuration. 相似文献
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Francis X. Smith Brian D. Williams Eric Gelsleichter Judy A. Podcasy John T. Sisko David M. Hrubowchak 《合成通讯》2013,43(6):765-769
It was found that 3‐acyl derivatives of oxindoles, benzo[b]furan‐2‐ones, and benzo[b]thiophen‐2‐ones could be efficiently and conveniently reduced to the corresponding alkyl derivatives by pelletized sodium borohydride in acetic acid. A typical procedure involves heating the acylated substrates for approximately 90 min in a slurry of glacial acetic acid and sodium borohydride to provide the 3‐alkyl product in yields ranging from 62% to 96%. This synthetic methodology represents a convenient approach to the synthesis of the alkyl derivatives. 相似文献
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The Suzuki-Miyaura reaction of 2,3-dibromobenzofuran with two equivalents of boronic acids gave 2,3-diarylbenzofurans. The reaction with one equivalent of arylboronic acids resulted in site-selective formation of 2-aryl-3-bromobenzofurans. 2,3-Diarylbenzofurans containing two different aryl groups were prepared from 2,3-dibromobenzofuran in a one-pot protocol by sequential addition of two different boronic acids. 相似文献
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Yu Dong SHEN Hai Qiang WU Lin Kun AN Zhi Shu HUANG Xian Zhang BU Lian Quan GU 《中国化学快报》2005,16(12):1581-1583
A new bisbenzofuran analogue Ⅶ was achieved unexpectedly in one step procedure from 1-(4-methoxyphenoxy)acetone Ⅰ by using Amberlyst 15 resin as catalyst in excellent yield. The structure was elucidated by spectroscopy analysis including ^1H-NMR, ^13C-NMR, DEPT, ESI-MS, element analysis. 相似文献
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Denis N. Tomilin Maxim D. Gotsko Lyubov N. Sobenina Igor A. Ushakov Boris A. Trofimov 《Tetrahedron letters》2019,60(28):1864-1867
The cycloadducts of menthofuran with acylbromoacetylenes, (3-bromo-1,6-dimethyl-5,6,7,8-tetrahydro-2H-2,4a-epoxynaphthalen-4-yl)(aryl)methanones, rearrange (CHCl3, reflux, 1 h) to 2-(2-acylethyl)benzofurans (along with the expected 2-bromo-3-hydroxy-4,7-dimethyl-5,6,7,8-tetrahydronaphthalene-1-yl)(aryl)methanones) via 2-acylethynylmenthofurans, thus indicating the exceptionally mild and rapid transfer of four hydrogens from a cyclohexane ring to a triple bond through the furan moiety in the key intermediate 2-acylethynylmenthofuran. 相似文献
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以正丙醇锆(n)和Zr(SO4)2(m)为锆源制备了Zr改性的Ni2P/ZrO2-SBA-15(n)和Ni2P/ZrO2-SBA-15(m)催化剂,并采用XRD、BET、CO吸附、XPS、NH3程序升温脱附等手段对催化剂进行了表征。以苯并呋喃(BF)为模型化合物,研究了催化剂加氢脱氧(HDO)性能。结果表明,Zr改性后,形成了新的层状结构的ZrP;Zr的引入有助于生成更多、更小粒径的Ni2P活性相,催化剂的酸强度和酸量均提高。与正丙醇锆相比,Zr(SO4)2为锆源能够获得比表面积大、酸性强、酸量大的催化剂,得到更多的ZrP相、更小粒径的Ni2P晶粒,暴露更多的Ni活性位点。Ni2P/ZrO2-SBA-15(n)和Ni2P/ZrO2-SBA-15(m)的BF HDO产率分别为71.5%和85.9%,较Ni2P/SBA-15分别提高了14.0%和28.4%。催化剂HDO活性、脱氧产物选择性和产率大小顺序为:Ni2P/ZrO2-SBA-15(m) > Ni2P/ZrO2-SBA-15(n) > Ni2P/SBA-15。 相似文献
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A novel I2-catalyzed one-pot multicomponent protocol for the synthesis of a variety of elusive furo[2,3-b]pyrrole and thieno[2,3-b]pyrrole libraries has been established. To date, cyclization among alkanone, hydrazine and 2-bromobenzofuran or 2-bromobenzo[b]thiophene has not been explored in one-pot. Thus, the proposed single step protocol provides a versatile alternative to existing routes for accessing useful furo[2,3-b]pyrrole and thieno[2,3-b]pyrrole libraries. 相似文献
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The combination of 5 mol % Cu(OTf)2 and CuCl in the presence of DMAP effectively catalyzed a three-component coupling reaction involving an alkynylsilane, an o-hydroxybenzaldehyde derivative, and a secondary amine. The reaction proceeded via intramolecular 5-exo-dig cyclization, resulting in direct synthesis of the corresponding benzofuran derivatives in moderate to excellent yields. 相似文献