OMS-2-Supported Cu Hydroxide-Catalyzed Benzoxazoles Synthesis from Catechols and Amines via Domino Oxidation Process at Room Temperature | |
Department | ERC国家工程研究中心 |
Meng X(孟旭)1; Wang YG(王圆广)1; Wang YM(王艳敏)1; Chen BH(陈保华)2; Jing ZQ(景震强)3; Chen GX(陈革新)1; Zhao PQ(赵培庆)1; Zhao PQ(赵培庆) | |
The second department | 苏州研究院;osso国家重点实验室 |
2017 | |
Source Publication | The Journal of Organic Chemistry |
ISSN | 0022-3263 |
Volume | 82Issue:13Pages:6922-6931 |
Abstract | In the presence of manganese oxide octahedral molecular sieve (OMS-2) supported copper hydroxide Cu(OH)x/OMS-2, aerobic synthesis of benzoxazoles from catechols and amines via domino oxidation/cyclization at room temperature is achieved. This heterogeneous benzoxazoles synthesis initiated by the efficient oxidation of catechols over Cu(OH)x/OMS-2 tolerates a variety of substrates, especially amines containing sensitive groups (hydroxyl, cyano, amino, vinyl, ethynyl, ester, and even acetyl groups) and heterocycles, which affords functionalized benzoxazoles in good to excellent yields by employing low catalyst loading (2 mol % Cu). The characterization and plausible catalytic mechanism of Cu(OH)x/OMS-2 are described. The notable features of our catalytic protocol such as the use of air as the benign oxidant and EtOH as the solvent, mild conditions, ease of product separation, being scalable up to the gram level, and superior reusability of catalyst (up to 10 cycles) make it more practical and environmentally friendly for organic synthesis. |
Subject Area | 物理化学与绿色催化 |
DOI | 10.1021/acs.joc.7b01119 |
Funding Organization | the National Natural Science Foundation of China (Grants 21403256 ; 21573261 ; 21372102) ; the Suzhou Industrial Technology and Innovation Project (Grant SYG201531) |
Indexed By | SCI |
If | 4.805 |
Language | 英语 |
Funding Project | 催化新工艺研究组 |
compositor | 第一作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/21920 |
Collection | 精细石油化工中间体国家工程研究中心(ERC) 羰基合成与选择氧化国家重点实验室(OSSO) 苏州研究院 |
Corresponding Author | Zhao PQ(赵培庆) |
Affiliation | 1.State Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute of LICP, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences, Lanzhou 730000, P. R. China 2.State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China 3.Suzhou Institute of Nano-Tech and Nano-Bionic (SINANO), Chinese Academy of Sciences, Suzhou 215123, P. R. China |
Recommended Citation GB/T 7714 | Meng X,Wang YG,Wang YM,et al. OMS-2-Supported Cu Hydroxide-Catalyzed Benzoxazoles Synthesis from Catechols and Amines via Domino Oxidation Process at Room Temperature[J]. The Journal of Organic Chemistry,2017,82(13):6922-6931. |
APA | Meng X.,Wang YG.,Wang YM.,Chen BH.,Jing ZQ.,...&Zhao PQ.(2017).OMS-2-Supported Cu Hydroxide-Catalyzed Benzoxazoles Synthesis from Catechols and Amines via Domino Oxidation Process at Room Temperature.The Journal of Organic Chemistry,82(13),6922-6931. |
MLA | Meng X,et al."OMS-2-Supported Cu Hydroxide-Catalyzed Benzoxazoles Synthesis from Catechols and Amines via Domino Oxidation Process at Room Temperature".The Journal of Organic Chemistry 82.13(2017):6922-6931. |
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