- A+
反应的活性随着杂环中杂原子的数量的增多而增加。选择性与极化效应和碳自由基的亲核性有关。各种基团都可以在此反应条件下产生自由基(alkanes, alkenes, alkylbenzenes, alcohols, ethers, aldehydes, ketones, carboxylic acids, esters, amides, amines, alkyl halides, peroxides, N-chloroamines, oxaziridines, etc.), 进行反应。
此反应通常在酸性条件下在水溶液或水混合溶液(甲醇/水)中室温下进行。反应速度较快,有机产物容易分离。
反应机理
反应实例
【Synth. Commun. 1989, 19, 317–325】
【J. Org. Chem. 1993, 58, 959-963】
【Synth. Commun. 1998, 28, 3817–3825】
【J. Org. Chem. 1999, 64, 1372-1374】
【J. Org. Lett. 2003, 5, 4497–4499】
【Synthesis 2007, 2287–2290】
【J. Org.Chem. 2013, 78, 4615–4619】
相关文献
1. Minisci, F, Bernardi. R, Bertini, F, Galli, R, Perchinummo, M. Tetrahedron 1971, 27, 3575–3579.
2. Minisci, F. Synthesis 1973, 1–24. (Review).
3. Minisci, F. Acc. Chem. Res. 1983, 16, 27–32. (Review).
4. Katz, R. B.; Mistry, J.; Mitchell, M. B. Synth. Commun. 1989, 19, 317-325.
5. Biyouki, M. A. A.; Smith, R. A. J.; Bedford, J. J.; Leader, J. P. Synth. Commun. 1998, 28, 3817–3825.
6. Doll, M. K. H. J. Org. Chem. 1999, 64, 1372–1374.
7. Cowden, C. J. Org. Lett. 2003, 5, 4497–4499.
8. Kast, O.; Bracher, F. Synth. Commun. 2003, 33, 3843–3850.
9. Benaglia, M.; Puglisi, A.; Holczknecht, O.; Quici, S.; Pozzi, G. Tetrahedron 2005, 61,12058–12064.
10. Palde, P. B.; McNaughton, B. R.; Ross, N. T.; Gareiss, P. C.; Mace, C. R.; Spitale, R.C.; Miller, B. L. Synthesis 2007, 2287–2290.
11. Brebion, F.; Nàjera, F.; Delouvrié, B.; Lacôte, E.; Fensterbank, L.; Malacria, M. J.Heterocycl. Chem. 2008, 45, 527–532.
12. Presset, M.; Fleury-Brégeot, N.; Oehlrich, D.; Rombouts, F.; Molander, G. A. J. Org.Chem. 2013, 78, 4615–4619.
参考文献
一、Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Minisci reaction,page 403-404.
二、Strategic Applications of Named Reactions in Organic Synthesis, LászlóKürti and Barbara Czakó, Minisci Reaction,page 290-291.
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