Intramolecular radical cyclization approach to access highly substituted indolines and 2,3-dihydrobenzofurans under visible-light

Caiuby Clarice A. D.; Ali Akbar; Santana Vinicius T.; Lucas Francisco W. de S.; Santos Marilia S.; Correa Arlene G.; Nascimento Otaciro R.; Jiang Hao; Paixao Marcio W.

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Intramolecular radical cyclization approach to access highly substituted indolines and 2,3-dihydrobenzofurans under visible-light

机译：分子内的自由基环化方法在可见光下接入高度取代的吲哚吲哚和2,3-二氢苯甲脲

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The combination of visible-light and tris(trimethylsilyl)silane promoting intramolecular reductive cyclization protocol for the synthesis of functionalized indolines and 2,3-dihydrobenzofurans has been developed. The transformations occur in the absence of transition metal and additional photocatalyst. In addition, quantum yield (phi) was determined and electron paramagnetic resonance spectroscopy was performed to better understand the reaction pathway.

机译：已经开发了可见光和Tris（三甲基甲硅烷基）硅烷促进分子内还原环化方案的合成用于合成官能化吲哚吲哚和2,3-二氢苯甲脲的组合。在没有过渡金属和额外的光催化剂的情况下发生转化。另外，测定量子产率（PHI），并进行电子顺磁共振光谱以更好地理解反应途径。

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《RSC Advances 》 |2018年第23期| 共8页
作者
Caiuby Clarice A. D.; Ali Akbar; Santana Vinicius T.; Lucas Francisco W. de S.; Santos Marilia S.; Correa Arlene G.; Nascimento Otaciro R.; Jiang Hao; Paixao Marcio W.;
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Fed Univ Sao Carlos UFSCar Ctr Excellence Res Sustainable Chem CERSusChem Dept Chem Rodovia Washington Luis Km 235 SP-310 BR-13565905 Sao Paulo Brazil;

Fed Univ Sao Carlos UFSCar Ctr Excellence Res Sustainable Chem CERSusChem Dept Chem Rodovia Washington Luis Km 235 SP-310 BR-13565905 Sao Paulo Brazil;

Univ Sao Paulo Grp Mol Biophys Sergio Mascarenhas Sao Carlos Inst Phys IFSC USP Ave Trabalhador Sao Carlense 400 BR-13560970 Sao Carlos SP Brazil;

Fed Univ Sao Carlos UFSCar Ctr Excellence Res Sustainable Chem CERSusChem Dept Chem Rodovia Washington Luis Km 235 SP-310 BR-13565905 Sao Paulo Brazil;

Fed Univ Sao Carlos UFSCar Ctr Excellence Res Sustainable Chem CERSusChem Dept Chem Rodovia Washington Luis Km 235 SP-310 BR-13565905 Sao Paulo Brazil;

Fed Univ Sao Carlos UFSCar Ctr Excellence Res Sustainable Chem CERSusChem Dept Chem Rodovia Washington Luis Km 235 SP-310 BR-13565905 Sao Paulo Brazil;

Univ Sao Paulo Grp Mol Biophys Sergio Mascarenhas Sao Carlos Inst Phys IFSC USP Ave Trabalhador Sao Carlense 400 BR-13560970 Sao Carlos SP Brazil;

Fed Univ Sao Carlos UFSCar Ctr Excellence Res Sustainable Chem CERSusChem Dept Chem Rodovia Washington Luis Km 235 SP-310 BR-13565905 Sao Paulo Brazil;

Fed Univ Sao Carlos UFSCar Ctr Excellence Res Sustainable Chem CERSusChem Dept Chem Rodovia Washington Luis Km 235 SP-310 BR-13565905 Sao Paulo Brazil;

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1. Intramolecular radical cyclization approach to access highly substituted indolines and 2,3-dihydrobenzofurans under visible-light [J] . Caiuby Clarice A. D., Ali Akbar, Santana Vinicius T., RSC Advances . 2018 ,第23期

机译：分子内的自由基环化方法在可见光下接入高度取代的吲哚吲哚和2,3-二氢苯甲脲
2. Radical Carbonylation Mediated by Continuous-Flow Visible-Light Photocatalysis: Access to 2,3-Dihydrobenzofurans [J] . Micic Nenad, Polyzos Anastasios Organic letters . 2018 ,第15期

机译：由连续流动可见光光催化分解介导的自由基羰基化：获得2,3-二氢呋喃脲
3. Regioselective synthesis of substituted 1-indanols, 2,3-dihydrobenzofurans and 2,3-dihydroindoles by electrochemical radical cyclization using an arene mediator [J] . Kurono N., Honda E., Komatsu F., Tetrahedron . 2004 ,第8期

机译：使用芳烃介体通过电化学自由基环化反应进行区域选择性合成取代的1-茚满醇，2,3-二氢苯并呋喃和2,3-二氢吲哚
4. Development of General Synthetic Method of Fused pi-Electron System Based on Intramolecular Cyclization-Metallation Reaction:Synthesis and Application of Substituted Benzodifurans [C] . Hayato Tsuji, Chikahiko Mitsui, Laurean Ilies Symposium on Organometallic Chemistry . 2007

机译：基于分子内环化 - 金属化反应的熔融PI-电子系统通用合成方法的研制：合成与应用取代苯并二呋喃
5. Development of highly diastereoselective FeCl3 catalyzed prins and Friedel-Crafts cyclization and investigation of highly substituted tetrahydropyrans via Cu(OTf)2-bisphosphine olefin migration-prins cyclization. [D] . Keyes, Chad A. 2014

机译：高度非对映选择性的FeCl3催化蛋白的开发和Friedel-Crafts环化，以及通过Cu（OTf）2-双膦烯烃迁移-蛋白环化对高度取代的四氢吡喃的研究。
6. Synthesis of Highly Substituted Indolines and Indoles via Intramolecular 4 + 2 Cycloaddition of Ynamides and Conjugated Enynes [O] . Joshua R. Dunetz, Rick L. Danheiser -1

机译：通过分子内4 + 2的亚酰胺和共轭烯炔的环加成反应合成高度取代的二氢吲哚和吲哚
7. Straightforward Synthesis of Enantiopure 2,3-Dihydrobenzofurans by a Sequential Stereoselective Biotransformation and Chemical Intramolecular Cyclization [O] . Juan Mangas-Sánchez, Eduardo Busto, Vicente Gotor-Fernández, 2011

机译：通过顺序立体选择性生物转化和化学分子内环化对映对2,3-二氢苯并呋喃的直接合成
8. Nido-Carborane Building-Block Reagents. 4. Regiospecific Substitution at Boron in 2,3-R2C2B4H6 Cages: Evidence for Intramolecular C-H---H Bridge Interactions in 2,3-R2C2B4H4H5-4-R' Derivatives [R] . Grimes, R. N. 1988

机译：Nido-Carborane Building-Block Reagents。 4.在2,3-R2C2B4H6笼中硼的区域特异性取代：2,3-R2C2B4H4H5-4-R'衍生物中分子内C-H --- H桥相互作用的证据

Intramolecular radical cyclization approach to access highly substituted indolines and 2,3-dihydrobenzofurans under visible-light

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