Regioselective Syntheses of 2- and 4-Formylpyrido[2,1-b]benzoxazoles
文献类型：期刊论文
| 作者 | Li KL(李可来) ; Du ZB(杜宗波) ; Guo CC(郭灿城) ; Chen QY(陈庆云) |
| 刊名 | J. Org. Chem.
 |
| 出版日期 | 2009 |
| 卷号 | 74期号:9页码:3286-3292 |
| ISSN号 | 0022-3263 |
| 其他题名 | 区域选择性合成2-和4-醛基-吡啶并[2,1-b]苯并恶唑 |
| 通讯作者 | 郭灿城 ; 陈庆云 |
| 英文摘要 | o-Acetaminophenols (2) reacted with Vilsmeier reagent under Meth-Cohn conditions to yield 2-formylpyrido[2,1-b]benzoxazoles (5) unexpectedly besides the known compounds 2-(benzoxazol-2'-yl)-3-dimethylaminoacroleins (4). Refluxing 4 in acetic anhydride gave 4-formylpyrido[2,1-b]benzoxazoles (6), an isomer of 5. Both 5a and 6a were structurally characterized by X-ray crystallography. A mechanism for the formation of 5 involving sequential chlorination, dimerization, intramolecular elimination of HCl to form the oxazole ring, formylation twice, and regioselective intramolecular nucleophilic cyclization to construct the pyridone ring is proposed. |
| 学科主题 | 有机化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1021/jo900267c |
| 语种 | 英语 |
| WOS记录号 | WOS:000265554900006 |
| 公开日期 | 2013-01-17 |
| 源URL | [http://202.127.28.38/handle/331003/13682]  |
| 专题 | 上海有机化学研究所_中科院有机氟化学重点实验室 |
| 推荐引用方式 GB/T 7714 | Li KL,Du ZB,Guo CC,et al. Regioselective Syntheses of 2- and 4-Formylpyrido[2,1-b]benzoxazoles[J]. J. Org. Chem.,2009,74(9):3286-3292. |
| APA | 李可来,杜宗波,郭灿城,&陈庆云.(2009).Regioselective Syntheses of 2- and 4-Formylpyrido[2,1-b]benzoxazoles.J. Org. Chem.,74(9),3286-3292. |
| MLA | 李可来,et al."Regioselective Syntheses of 2- and 4-Formylpyrido[2,1-b]benzoxazoles".J. Org. Chem. 74.9(2009):3286-3292. |
入库方式： OAI收割
来源：上海有机化学研究所
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