Arylation of phosphoryl-stabilized carbanions with metal π-complexes of aryl chlorides and fluorides

Author:

Artamkina Galina A,Sazonov Petr K,Beletskaya Irina P

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference15 articles.

1. The Role of Phosphonates in Living Systems; Hildebrand, R. L., Ed.; CRC Press: Boca Raton, Florida, 1983.

2. Cu-Mediated arylation of phosphoryl-stabilised carbanions: (a) Suzuki, H.; Watanabe, K.; Yi, Q. Chem. Lett. 1985, 1779–1780; (b) Minami, T.; Isonaka, T.; Okada, Y.; Ichikawa, J. J. Org. Chem. 1993, 58, 7009–7015; Other stabilised carbanions: (c) Osuka, A.; Kobayashi, S.; Suzuki, H. Synthesis 1983, 67–68; (d) Setsune, J.-I.; Matsukava, K.; Wakemoto, H.; Kitao, T. Chem. Lett. 1981, 367–370; (e) Lindley, J. Tetrahedron 1984, 40, 1433–1456; (f) Bruggink, A.; McKillop, A. Tetrahedron 1975, 31, 2607; (g) McKillop, A.; Rao, D. C. Synthesis 1977, 759–760; (h) Okuro, K.; Furuune, M.; Miura, M.; Nomura, M. J. Org. Chem. 1993, 58, 7606–7607; (i) Pivsa-Art, S.; Fukui, Y.; Miura, M.; Nomura, M. Bull. Chem. Soc. Jpn. 1996, 69, 2039–2042.

3. Pd-Catalysed arylation of phosphoryl-stabilised carbanions: (a) Sakamoto, T.; Katoh, E.; Kondo, Y.; Yamanaka, H. Heterocycles 1988, 27, 1353–1356; (b) Sakamoto, T.; Katoh, E.; Kondo, Y.; Yamanaka, H. Chem. Pharm. Bull. 1990, 38, 1513–1517; (c) Tarasenko, E. A.; Lukashev, N. V.; Beletskaya, I. P. Tetrahedron Lett. 2000, 41, 1611–1613; Other stabilised carbanions: (d) Uno, M.; Seto, K.; Takahashi, S. J. Chem. Soc., Chem. Commun. 1984, 932–933; (e) Uno, M.; Seto, K.; Ueda, W.; Masuda, M.; Takahasi, S. Synthesis 1985, 506–508; (f) Sakamoto, T.; Katoh, E.; Kondo, J.; Yamanaka, Y.; Chem. Pharm. Bull. 1988, 36, 1664; (g) Fox, J. M.; Huang, X.; Chieffi, A.; Buchwald, S. L. J. Am. Chem. Soc. 2000, 122, 1360–1370; (h) Kawatsura, M.; Hartwig, J. F. J. Am. Chem. Soc. 1999, 121, 1473–1478.

4. Finet J. P. Ligand Coupling Reactions with Heteroatomic Compounds. In Tetrahedron Organic Chemistry Series; Baldwin, J. E.; Williams, R. M.; Eds.; Pergamon Press: Oxford. Chapter 6: Arylbismuth compounds; Chapter 7: Aryllead compounds; Chapter 5: Aryliodonium salts.

5. Arylation of enolate anions with (.eta.6-chlorobenzene)(.eta.5-cyclopentadienyl)iron(II) hexafluorophosphate

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