通过 gem-二烷基硫代烯炔的分子内环化反应构建噻吩和 2,2'-联噻吩的原子经济性方法。
An atom-economic route to thiophenes and 2,2'-bithiophenes by intramolecular transannulation of gem-dialkylthio enynes.
机构信息
Department of Chemistry, Northeast Normal University, Changchun 130024, China.
出版信息
Org Lett. 2013 Aug 16;15(16):4126-9. doi: 10.1021/ol4017854. Epub 2013 Aug 7.
PMID:23924344
Abstract
An atom-economic route to thiophenes and bithiophenes has been developed starting from the readily available gem-dialkylthio enynes. A range of functionalized thiophenes and bithiophenes, bearing a pendent vinylthio group, were obtained in good to high yields under mild conditions.
摘要
一种原子经济性的噻吩和联噻吩合成方法已经开发出来，起始原料为易得的偕二烷基硫代烯炔。在温和条件下，一系列带有末端乙烯基硫基的官能化噻吩和联噻吩以良好到高产率得到。
相似文献
1
An atom-economic route to thiophenes and 2,2'-bithiophenes by intramolecular transannulation of gem-dialkylthio enynes.通过 gem-二烷基硫代烯炔的分子内环化反应构建噻吩和 2,2'-联噻吩的原子经济性方法。
Org Lett. 2013 Aug 16;15(16):4126-9. doi: 10.1021/ol4017854. Epub 2013 Aug 7.
2
Formation of benzo[f]-1-indanone frameworks by regulable intramolecular annulations of gem-dialkylthio trienynes.通过调控偕二烷基硫代三烯炔的分子内环化反应形成苯并[f]-1-茚酮骨架。
Org Lett. 2015 Feb 20;17(4):782-5. doi: 10.1021/ol5034332. Epub 2015 Feb 5.
3
Trace amount Cu (ppm)-catalyzed intramolecular cyclization of 2-(gem-dibromovinyl)phenols(thiophenols) to 2-bromobenzofurans(thiophenes).痕量铜（ppm）催化 2-（偕二溴乙烯基）苯酚（噻吩）的分子内环化反应，生成 2-溴苯并呋喃（噻吩）。
Org Biomol Chem. 2013 Jun 28;11(24):4095-101. doi: 10.1039/c3ob40531a.
4
An efficient tandem elimination-cyclization-desulfitative arylation of 2-(gem-dibromovinyl)phenols(thiophenols) with sodium arylsulfinates.2-(偕二溴乙烯基)苯酚(噻吩酚)与芳基磺酸钠的高效串联消除-环化-脱磺化芳基化反应。
Org Biomol Chem. 2013 Jan 21;11(3):420-4. doi: 10.1039/c2ob27232f. Epub 2012 Dec 3.
5
One-pot synthesis of functionalized benzo[b]thiophenes and their hetero-fused analogues via intramolecular copper-catalyzed S-arylation of in situ generated enethiolates.通过分子内铜催化原位生成的烯硫醇盐的S-芳基化一锅法合成功能化苯并[b]噻吩及其杂稠类似物。
J Org Chem. 2015 Mar 6;80(5):2884-92. doi: 10.1021/acs.joc.5b00032. Epub 2015 Feb 17.
6
Palladium-catalysed direct synthesis of benzo[b]thiophenes from thioenols.钯催化硫烯醇直接合成苯并[b]噻吩。
Chem Commun (Camb). 2008 Nov 21(43):5529-31. doi: 10.1039/b811362a. Epub 2008 Sep 24.
7
An iodocyclization approach to substituted 3-iodothiophenes.碘环化方法合成取代的 3-碘噻吩。
J Org Chem. 2012 Sep 7;77(17):7640-5. doi: 10.1021/jo301001j. Epub 2012 Aug 10.
8
Synthesis of 2-aryl-3-fluoro-5-silylthiophenes via a cascade reactive sequence.通过级联反应序列合成 2-芳基-3-氟-5-硅基噻吩。
Org Lett. 2013 Mar 15;15(6):1226-9. doi: 10.1021/ol400141y. Epub 2013 Mar 1.
9
Copper-catalyzed thiolation annulations of 1,4-dihalides with sulfides leading to 2-trifluoromethyl benzothiophenes and benzothiazoles.铜催化的 1,4-二卤代物与硫化物的硫代环化反应生成 2-三氟甲基苯并噻吩和苯并噻唑。
J Org Chem. 2010 Oct 15;75(20):7037-40. doi: 10.1021/jo101675f.
10
Regioselective synthesis of dihydrothiophene and thiopyran frameworks via catalyst-controlled intramolecular Cγ/Cδ-S fusion of α-allyl-β'-oxodithioesters.通过α-烯丙基-β'-氧代二硫代酯的催化剂控制的分子内 Cγ/Cδ-S 融合反应构建二氢噻吩和噻喃骨架的区域选择性合成。
Org Lett. 2014 Nov 7;16(21):5536-9. doi: 10.1021/ol502850h. Epub 2014 Oct 24.
引用本文的文献
1
Copper(I)-catalyzed multicomponent reaction providing a new access to fully substituted thiophene derivatives.铜（I）催化的多组分反应为全取代噻吩衍生物提供了一种新的合成方法。
Org Lett. 2014 Jul 18;16(14):3656-9. doi: 10.1021/ol501404x. Epub 2014 Jul 2.
Zotero 插件