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Perkin反应2019-03-27

芳香甲醛和醋酸酐反应制备肉桂酸类似物的反应。

反应机理


反应实例



DES:由氯化胆碱和脲制备得到可生物降解的高溶解性试剂。

参考文献

1. Perkin, W. H. J. Chem. Soc. 1868, 21, 53. William Henry Perkin (1838-1907), born in London, England, studied under A. W. von Hofmann at the Royal College of Chemistry. In an attempt to synthesize quinine in his home laboratory in 1856, Perkin synthesized mauve, the purple dye. He then started a factory to manufacture mauve and later other dyes including alizarin. Perkin was the first person to show that organic chemistry was not just mere intellectual curiosity but could be profitable, which catapulted the discipline into a higher level. In addition, Perkin also happened to be an exceptionally talented pianist.【William Henry Perkin (1838-1907) 生于英国伦敦,在皇家化学院师从 A. W. von Hofmann。1856年他在其个人实验室中合成奎宁的过程中,意外得到了一种紫色染料苯胺紫。后来他开工厂大规模生产染料,包括像茜素之类的其他染料。Perkin第一个向我们证明可有机化学不仅是一种求知得到学问,还可以用来赚钱,而且是赚大钱。另外他还是一个很优秀的钢琴家。】

2. Gaset, A.; Gorrichon, J. P. Synth. Commun. 1982, 12, 71-79.

3. Kinastowski, S.; Nowacki, A. Tetrahedron Lett. 1982, 23, 3723-3724.

4. Koepp, E.; Vögtle, F. Synthesis 1987, 177-179.

5. Brady, W. T.; Gu, Y.-Q. J. Heterocycl. Chem. 1988, 25, 969-971.

6. Pálinkó, I.; Kukovecz, A.; Török, B.; Körtvélyesi, T. Monatsh. Chem. 2001, 131,

1097-1104.

7. Gaukroger, K.; Hadfield, J. A.; Hepworth, L. A.; Lawrence, N. J.; McGown, A. T. J. Org. Chem. 2001, 66, 8135-8138.

8. Solladié, G.; Pasturel-Jacopé, Y.; Maignan, J. Tetrahedron 2003, 59, 3315-3321.

9. Sevenard, D. V. Tetrahedron Lett. 2003, 44, 7119-7126.

10. Chandrasekhar, S.; Karri, P. Tetrahedron Lett. 2006, 47, 2249-2251.

11. Lacova, M.; Stankovicova, H.; Bohac, A.; Kotzianova, B. Tetrahedron 2008, 64, 9646-9653.

12. Pawar, P. M.; Jarag, K. J.; Shankarling, G. S. Green Chem. 2011, 13, 2130-2134.

编译自Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Perkin reaction,page 468-469.

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