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在可见光条件下通过分子内自由基环化方法合成高度取代的二氢吲哚和2,3-二氢苯并呋喃。

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

作者信息

Caiuby Clarice A D, Ali Akbar, Santana Vinicius T, de S Lucas Francisco W, Santos Marilia S, Corrêa Arlene G, Nascimento Otaciro R, Jiang Hao, Paixão Márcio W

机构信息

Center of Excellence for Research in Sustainable Chemistry (CERSusChem), Department of Chemistry, Federal University of São Carlos - UFSCar Rodovia Washington Luís, km 235 - SP-310 São Carlos São Paulo Brazil 13565-905

Group of Molecular Biophysics "Sérgio Mascarenhas", São Carlos Institute of Physics - IFSC/USP, University of São Paulo Avenida Trabalhador São Carlense, 400 São Carlos SP 13560-970 Brazil.

出版信息

RSC Adv. 2018 Apr 5;8(23):12879-12886. doi: 10.1039/c8ra01787e. eCollection 2018 Apr 3.

Abstract

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 () was determined and electron paramagnetic resonance spectroscopy was performed to better understand the reaction pathway.

摘要

可见光与三(三甲基硅基)硅烷促进分子内还原环化反应合成官能化二氢吲哚和2,3-二氢苯并呋喃的方法已被开发出来。这些转化反应在无过渡金属和额外光催化剂的情况下发生。此外,还测定了量子产率()并进行了电子顺磁共振光谱分析,以更好地理解反应途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/309d/9079632/8def06c07992/c8ra01787e-f1.jpg

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