| Gluconic acid aqueous solution: a task-specific bio-based solvent for ring-opening reactions of dihydropyrans | |
| Department | OSSO国家重点实验室 |
| Yang J(杨杰)1; Zhou BH(周炳华)1; Li MH(李明浩)1; Gu YL(顾彦龙)1,2; Gu YL(顾彦龙) | |
| 2013 | |
| Source Publication | Tetrahedron
 |
| ISSN | 0040-4020 |
| Volume | 69Issue:3Pages:1057-1064 |
| Abstract | Gluconic acid aqueous solution (GAAS) that is a largely available bio-based chemical was proved to be an effective task-specific medium for ring-opening reactions of dihydropyrans. In the presence of nucleophiles, such as indoles, 1,3-cyclohexanediones, N,N-dimethylaniline, N-methylaniline, 2-naphthol, and resorcin, a series of 2-substituted 1, 3-dicarbonyl compounds were synthesized in good to excellent yields. The first example of ring-opening of oxa-PicteteSpengler product with nucleophiles was also described. These results not only demonstrate the feasibility of using GAAS as a sustainable solvent, but also offer an effective way for the ring-opening reactions of dihydropyrans with nucleophiles. Because these reactions proceeded with excellent atom-economy in a sustainable bio-based solvent, the present method was thus characterized by many properties of green chemistry, such as green solvent, atomeconomy, and utilization of bio-based chemicals. |
| Keyword | Green Solvent Gluconic Acid Aqueous Solution Ring-opening Reaction Dihydropyran |
| Subject Area | 物理化学与绿色催化 |
| DOI | 10.1016/j.tet.2012.11.076 |
| Funding Organization | National Natural Science Foundation of China (20903042;21173089);Specialized Research Fund for the Doctoral Program of Higher Education (20090142120081);The Program for new Century Excellent Talents in the University of China (NCET-10-0383);Chutian Scholar Program of the Hubei Provincial Government;the Fundamental Research Funds for the Central Universities (2011TS023) |
| Indexed By | SCI |
| If | 2.817 |
| Language | 英语 |
| compositor | 第二作者单位 |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | http://ir.licp.cn/handle/362003/4946 |
| Collection | 羰基合成与选择氧化国家重点实验室（OSSO） |
| Corresponding Author | Gu YL(顾彦龙) |
| Affiliation | 1.Huazhong Univ Sci & Technol, Inst Phys Chem & Ind Catalysis, Hubei Key Lab Mat Chem & Serv Failure, Sch Chem & Chem Engn, Wuhan 430074, Peoples R China 2.Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China |
| Recommended Citation GB/T 7714 | Yang J,Zhou BH,Li MH,et al. Gluconic acid aqueous solution: a task-specific bio-based solvent for ring-opening reactions of dihydropyrans[J]. Tetrahedron,2013,69(3):1057-1064. |
| APA | Yang J,Zhou BH,Li MH,Gu YL,&顾彦龙.(2013).Gluconic acid aqueous solution: a task-specific bio-based solvent for ring-opening reactions of dihydropyrans.Tetrahedron,69(3),1057-1064. |
| MLA | Yang J,et al."Gluconic acid aqueous solution: a task-specific bio-based solvent for ring-opening reactions of dihydropyrans".Tetrahedron 69.3(2013):1057-1064. |
| Files in This Item: | ||||||
| File Name/Size | DocType | Version | Access | License | ||
| Tetrahedron 69 (2013（489KB） | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | View Application Full Text | |
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