Chemo-, site-selective reduction of nitroarenes under blue-light, catalyst-free conditions  

作　　者：Bin Wang Jiawei Ma Hongyuan Ren Shuo Lu Jingkai Xu Yong Liang Changsheng Lu Hong Yan 

机构地区：[1]State Key Laboratory of Coordination Chemistry,Jiangsu Key Laboratory of Advanced Organic Materials,School of Chemistry and Chemical Engineering,Nanjing University,Nanjing 210023,China

出　　处：《Chinese Chemical Letters》2022年第5期2420-2424,共5页中国化学快报（英文版）

基　　金：financial support from the National Natural Science Foundation of China (Nos. 21820102004, 91961104, 21803030, 21875104, and 51673095);Program B for outstanding Ph.D. candidates of Nanjing University;the Fundamental Research Funds for the Central Universities (No. 020514380253);the Natural Science Foundation of Jiangsu Province (No. BK20211555);the Jiangsu Innovation and Entrepreneurship Talents Plan

摘　　要：The tandem reaction of photoinduced double hydrogen-atom transfer and deoxygenative transborylation for chemo-and site-selective reduction of nitroarenes into aryl amines under catalyst-free, room temperature conditions was disclosed in excellent yields. In this reaction, isopropanol(^(i)PrOH) was used as hydrogen donor and tetrahydroxydiboron [B_(2)(OH)_(4)] as deoxygenative reagent with green, cheap, and commercially available credentials. In particular, a wide range of reducible functional groups such as halogen(-Cl,-Br and even-I), alkenyl, alkynyl, aldehyde, ketone, carboxyl, and cyano are all tolerated. Moreover,the reaction preferentially reduces the nitro group at the electron-deficient site over another nitro group in the same molecule. A detailed mechanistic investigation in combination of experiments and theoretical calculations gave a reasonable explanation for the reaction pathway.

关 键 词：NITROARENES SELECTIVE Reduction CATALYST-FREE PHOTOINDUCED Transborylation 

分 类 号：O625.631[理学—有机化学]