鈀催化下對(duì)烯烴進(jìn)行烯基或芳基化的反應(yīng)。另外不含β氫的鹵代烴（主要是鹵化芐）也可發(fā)生Heck反應(yīng)，進(jìn)行烷基化。
反應(yīng)機(jī)理
首先鹵代物進(jìn)行氧化加成，然后對(duì)底物進(jìn)行配位遷移，碳碳鍵旋轉(zhuǎn)，二價(jià)鈀和β氫進(jìn)行順位消除，還原消除催化劑循環(huán)。
反應(yīng)實(shí)例
不對(duì)稱分子間Heck反應(yīng)。
還原Heck反應(yīng)
參考文獻(xiàn)
1. Heck, R. F.; Nolley, J. P., Jr. J. Am. Chem. Soc. 1968, 90, 5518-5526. Richard Heck discovered the Heck reaction when he was Hercules Corp. Heck won Nobel Prize in 2010 along with Akira Suzuki and Ei-ichi Negishi “for palladium-catalyzed cross couplings in organic synthesis”.
2. Heck, R. F. Acc. Chem. Res. 1979, 12, 146-151. (Review).
3. Heck, R. F. Org. React. 1982, 27, 345-390. (Review).
4. Heck, R. F. Palladium Reagents in Organic Synthesis, Academic Press, London, 1985.(Book).
5. Hegedus, L. S. Transition Metals in the Synthesis of Complex Organic Molecule 1994, University Science Books: Mill Valley, CA, pp 103-113. (Book).
6. Ozawa, F.; Kobatake, Y.; Hayashi, T. Tetrahedron Lett. 1993, 34, 2505-2508.
7. Rawal V. H.; Iwasa, H. J. Org. Chem. 1994, 59, 2685-2686.
8. Littke, A. F.; Fu, G. C. J. Org. Chem. 1999, 64, 10-11.
9. Li, J. J. J. Org. Chem. 1999, 64, 8425-8427.
10. Beletskaya, I. P.; Cheprakov, A. V. Chem. Rev. 2000, 100, 3009-3066. (Review).
11. Amatore, C.; Jutand, A. Acc. Chem. Res. 2000, 33, 314-321. (Review).
12. Link, J. T. Org. React. 2002, 60, 157-534. (Review).
13. Lebsack, A. D.; Link, J. T.; Overman, L. E.; Stearns, B. A. J. Am. Chem. Soc. 2002, 124, 9008-9009.
14. Dounay, A. B.; Overman, L. E. Chem. Rev. 2003, 103, 2945-2963. (Review).
15. Beller, M.; Zapf, A.; Riermeier, T. H. Transition Metals for Organic Synthesis (2nd edn.) 2004, 1, 271-305. (Review).
16. Oestreich, M. Eur. J. Org. Chem. 2005, 783-792. (Review).
17. Baran, P. S.; Maimone, T. J.; Richter, J. M. Nature 2007, 446, 404-406.
18. Fuchter, M. J. Heck Reaction. In Name Reactions for Homologations-Part I; Li, J. J., Ed.; Wiley: Hoboken, NJ, 2009, pp 2-32. (Review).
19. The Mizoroki-Heck Reaction; Oestreich, M., Ed.; Wiley: Hoboken, NJ, 2009.
20. Bennasar, M.-L.; Solé, D.; Zulaica, E.; Alonso, S. Tetrahedron 2013, 69, 2534-2541.
