Mild preparation of haloarenes by ipso-substitution of arylboronic acids with N-halosuccinimides

Synlett

Volumn , Issue 2, 1998, Pages 141-142

  Thiebes, Christoph ^a   Prakash, G K Surya ^a   Petasis, Nicos A ^a   Olah, George A ^a  

^a UNIVERSITY OF SOUTHERN CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 26844518943     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-1614     Document Type: Article

References (13)

1. Petasis, N. A.; Zavialov, I. A. Tetrahedron Lett. 1996, 37, 567.
2. (a) Köster, R., in Houben-Weyl, 4th ed., Köster, R., ed.; Thieme: Stuttgart, 1982; Vol. E13a, pp 617.
3. (b) Negishi, E., in Comprehensive Organometallic Chemistry, Wilkinson, G., Stone, F. G. A. and Abel, E. W., ed.; Pergamon Press: New York, 1983; Vol. 7, pp 323.
4. Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
5. de la Mare, P. B. D. Electrophilic Halogenation; Cambridge University Press: Cambridge, 1976.
6. Olah, G. A.; Wang, Q.; Sandford, G.; Prakash, G. K. S. J. Org. Chem. 1993, 58, 3194.
7. Merkushev, E. B. Synthesis 1988, 923.
8. Fish, R. W.; Rosenblum, M. J. Org. Chem. 1965, 1253.
9. McKillop, A.; Hunt, J. D.; Zelesko, M. J.; Fowler, J. S.; Taylor, E. C.; Mc Gillivray, G.; Kienzle, F. J. Am. Chem. Soc. 1971, 93, 4841.
10. Sandmeyer, T. Chem. Ber. 1884, 1633.
11. Snieckus, V. Chem. Rev. 1990, 90, 879.
12. Dewanjee, M. K. Radioiodination: Theory, Practice, and Biomedical Applications; Kluwer Academic Publishers: Boston, 1992, pp
13. 4. The residue obtained by evaporation of the solvent in vacuo was further purified by column chromatography (silica gel / pentane). Evaporation of the eluent afforded the pure product. The spectroscopic data of the products were compared to those of authentic samples or to literature data.