Reductive coupling reaction of hypervalent iodonium salts catalyzed by palladium-zinc system

Synthetic Communications

Volumn 27, Issue 13, 1997, Pages 2351-2356

  Kang, Suk Ku ^a   Hong, Ryung Kee ^a   Kim, Tae Hyun ^a   Pyun, Sung Jae ^a  

^a Sungkyunkwan University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

DIPHENYLIODONIUM SALT; PALLADIUM; ZINC;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; LIGAND BINDING; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0030997604     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919708003391     Document Type: Article

References (16)

1. Bringmann, G.; Water, R.; Weirich, R. Angew. Chem. Int. Ed. Engl. 1990, 29, 977-991.
2. Acton, U.; Goltner, C.; Mullen, K. Chem. Ber. 1992, 125, 2325-2330.
3. (a) Rosin, C.; Franzini, L.; Raffaeli, A.; Salvadori, P. Synthesis 1992, 6, 503-517.
4. (b) Tamao, K.; Yamamoto, H.; Matsumodo, H.; Miyake, N.; Hayashi, Y.; Kumada, M. Tetrahedron Lett. 1977, 47, 1389-1391.
5. (c) Miyashita, A.; Karino, H.; Shimamura, J. I.; Chiba, T.; Nagano, K.; Nohira, H. Takaya, H. Chem. Lett. 1989, 1849-1852.
6. Fanta, P. E. Synthesis 1974, 9-21.
7. (a) Negishi, E. Acc. Chem. Res. 1982, 15, 340-348.
8. (b) Kumada, M. Pure Appl. Chem. 1980, 52, 669-679.
9. Modification of ligands: (a) Farina, V.; Krishnan, B. J. Am. Chem. Soc. 1991, 113, 9585-9595. Farina, V.; Krishnan, B.; Marshall, D. R.; Roth, G. P. J. Org. Chem. 1993, 58, 5434-5444. Addition of Copper salts as co-catalysts: (d) Farina, V.; Kapadia, S.; Krishnan, B.; Wang, C.; Liebeskind, L. S. J. Org. Chem. 1994, 59, 5905-5911. (e) Ye, J.; Bhatt, R. K.; Falck, J. R. J. Am. Chem. Soc. 1994, 116, 1-5. (f) Roshchin, A. I.; Bumagin, N. A.; Beletskaya, I. P. Tetrahedron Lett. 1995, 36, 125-128.
10. Modification of ligands: (a) Farina, V.; Krishnan, B. J. Am. Chem. Soc. 1991, 113, 9585-9595. (b) Farina, V.; Roth, G. P. Tetrahedron Lett. 1991, 32, 4243-4246. (b) Farina, V.; Roth, G. P. Tetrahedron Lett. 1991, 32, 4243-4246. Addition of Copper salts as co-catalysts: (d) Farina, V.; Kapadia, S.; Krishnan, B.; Wang, C.; Liebeskind, L. S. J. Org. Chem. 1994, 59, 5905-5911. (e) Ye, J.; Bhatt, R. K.; Falck, J. R. J. Am. Chem. Soc. 1994, 116, 1-5. (f) Roshchin, A. I.; Bumagin, N. A.; Beletskaya, I. P. Tetrahedron Lett. 1995, 36, 125-128.
11. Modification of ligands: (a) Farina, V.; Krishnan, B. J. Am. Chem. Soc. 1991, 113, 9585-9595. (b) Farina, V.; Roth, G. P. Tetrahedron Lett. 1991, 32, 4243-4246. Farina, V.; Krishnan, B.; Marshall, D. R.; Roth, G. P. J. Org. Chem. 1993, 58, 5434-5444. (c) Farina, V.; Krishnan, B.; Marshall, D. R.; Roth, G. P. J. Org. Chem. 1993, 58, 5434-5444. (e) Ye, J.; Bhatt, R. K.; Falck, J. R. J. Am. Chem. Soc. 1994, 116, 1-5. (f) Roshchin, A. I.; Bumagin, N. A.; Beletskaya, I. P. Tetrahedron Lett. 1995, 36, 125-128.
12. Modification of ligands: (a) Farina, V.; Krishnan, B. J. Am. Chem. Soc. 1991, 113, 9585-9595. (b) Farina, V.; Roth, G. P. Tetrahedron Lett. 1991, 32, 4243-4246. Farina, V.; Krishnan, B.; Marshall, D. R.; Roth, G. P. J. Org. Chem. 1993, 58, 5434-5444. Addition of Copper salts as co-catalysts: (d) Farina, V.; Kapadia, S.; Krishnan, B.; Wang, C.; Liebeskind, L. S. J. Org. Chem. 1994, 59, 5905-5911. Addition of Copper salts as co-catalysts: (d) Farina, V.; Kapadia, S.; Krishnan, B.; Wang, C.; Liebeskind, L. S. J. Org. Chem. 1994, 59, 5905-5911. (f) Roshchin, A. I.; Bumagin, N. A.; Beletskaya, I. P. Tetrahedron Lett. 1995, 36, 125-128.
13. Modification of ligands: (a) Farina, V.; Krishnan, B. J. Am. Chem. Soc. 1991, 113, 9585-9595. (b) Farina, V.; Roth, G. P. Tetrahedron Lett. 1991, 32, 4243-4246. Farina, V.; Krishnan, B.; Marshall, D. R.; Roth, G. P. J. Org. Chem. 1993, 58, 5434-5444. Addition of Copper salts as co-catalysts: (d) Farina, V.; Kapadia, S.; Krishnan, B.; Wang, C.; Liebeskind, L. S. J. Org. Chem. 1994, 59, 5905-5911. (e) Ye, J.; Bhatt, R. K.; Falck, J. R. J. Am. Chem. Soc. 1994, 116, 1-5. (e) Ye, J.; Bhatt, R. K.; Falck, J. R. J. Am. Chem. Soc. 1994, 116, 1-5.
14. Modification of ligands: (a) Farina, V.; Krishnan, B. J. Am. Chem. Soc. 1991, 113, 9585-9595. (b) Farina, V.; Roth, G. P. Tetrahedron Lett. 1991, 32, 4243-4246. Farina, V.; Krishnan, B.; Marshall, D. R.; Roth, G. P. J. Org. Chem. 1993, 58, 5434-5444. Addition of Copper salts as co-catalysts: (d) Farina, V.; Kapadia, S.; Krishnan, B.; Wang, C.; Liebeskind, L. S. J. Org. Chem. 1994, 59, 5905-5911. (e) Ye, J.; Bhatt, R. K.; Falck, J. R. J. Am. Chem. Soc. 1994, 116, 1-5. (f) Roshchin, A. I.; Bumagin, N. A.; Beletskaya, I. P. Tetrahedron Lett. 1995, 36, 125-128. (f) Roshchin, A. I.; Bumagin, N. A.; Beletskaya, I. P. Tetrahedron Lett. 1995, 36, 125-128.
15. Tamura, Y.; Chun, M.-W.; Inoue, K.; Minamikawa, J. Synthesis 1978, 822.
16. Uchiyama, M.; Suzuki, T.; Yamazaki, Y. Chem. Lett. 1983, 1165-1166.