Iron-Catalyzed Direct Synthesis of Densely Substituted Benzofurans and Naphthopyrans from Phenolic Compounds and Propargylic Alcohols
文献类型：期刊论文
| 作者 | Yuan FQ ; Han FS |
| 刊名 | advanced synthesis & catalysis
 |
| 出版日期 | 2013 |
| 卷号 | 355期号:41673页码:537-547 |
| 关键词 | ONE-POT SYNTHESIS 2 DERIVATIVES BONDS ANNULATION ALKYNES CARBOALKOXYLATION 2H-1-BENZOPYRAN CONSTRUCTION HETEROCYCLES 3-DISUBSTITUTED BENZOFURANS |
| ISSN号 | 1615-4150 |
| 通讯作者 | han fs |
| 中文摘要 | a one-pot cascade reaction for the synthesis of polysubstituted benzofurans and naphthopyrans from simple phenols and propargylic alcohols catalyzed by iron(iii) is presented. the results demonstrate that the structural specificity for the formation of furan and pyran products is controlled by the structural nature of the propargylic alcohols. namely, benzofurans could be synthesized efficiently from phenols and secondary propargylic alcohols in the presence of 5mol% of iron(iii) chloride hexahydrate (fecl36h2o) catalyst. on the other hand, pyran derivatives were obtained exclusively when tertiary propargylic alcohols were employed. mechanistic studies revealed that presumably due to the discriminated steric effect of secondary and tertiary propargylic alcohols, the fe-catalyzed friedelcrafts (fc) reaction of phenols with the two types of alcohols proceeds via different models. most importantly, we have demonstrated for the first time that fully 2,3,4-substituted naphthopyrans could be synthesized efficiently via the iron-catalyzed one-pot cascade reaction. consequently, the results presented herein provide straightforward pathways for versatile syntheses of valuable benzofuran and pyran derivatives from simple phenolic compounds and propargylic alcohols. |
| 收录类别 | SCI收录期刊论文 |
| 语种 | 英语 |
| WOS记录号 | WOS:000314653800037 |
| 公开日期 | 2014-04-16 |
| 源URL | [http://ir.ciac.jl.cn/handle/322003/50065]  |
| 专题 | 长春应用化学研究所_长春应用化学研究所知识产出_期刊论文 |
| 推荐引用方式 GB/T 7714 | Yuan FQ,Han FS. Iron-Catalyzed Direct Synthesis of Densely Substituted Benzofurans and Naphthopyrans from Phenolic Compounds and Propargylic Alcohols[J]. advanced synthesis & catalysis,2013,355(41673):537-547. |
| APA | Yuan FQ,&Han FS.(2013).Iron-Catalyzed Direct Synthesis of Densely Substituted Benzofurans and Naphthopyrans from Phenolic Compounds and Propargylic Alcohols.advanced synthesis & catalysis,355(41673),537-547. |
| MLA | Yuan FQ,et al."Iron-Catalyzed Direct Synthesis of Densely Substituted Benzofurans and Naphthopyrans from Phenolic Compounds and Propargylic Alcohols".advanced synthesis & catalysis 355.41673(2013):537-547. |
入库方式： OAI收割
来源：长春应用化学研究所
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