New aryl/heteroaryl C-N bond cross-coupling reactions via arylboronic acid/cupric acetate arylation

Tetrahedron Letters

Volumn 39, Issue 19, 1998, Pages 2941-2944

  Lam, Patrick Y S ^a   Clark, Charles G ^a   Saubern, Simon ^a,b   Adams, Jessica ^a   Winters, Michael P ^a   Chan, Dominic M T ^a   Combs, Andrew ^a  

^a DUPONT COMPANY   (United States)

^b CSIRO   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

BORON; COPPER ACETATE;

ARTICLE; CHEMICAL BOND; CONFORMATIONAL TRANSITION; MOLECULAR INTERACTION; STRUCTURE ANALYSIS;

EID: 0032493017     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00504-8     Document Type: Article

References (19)

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14. 9. Suggestion of D. A. Evans. See ref 8. In general, the yields are the same or slightly better with the addition of 4Å molecular sieves.
15. 10. This trifluoromethylphenyl analog is volatile under high vacuum. The yield is probably higher than 45%.
16. 2. Since this reaction is formally an oxidative-coupling reaction, we have replaced cupric acetate with ferric chloride in the imidazole reaction. However, no product was observed.
17. 12. (a) Barton, D. H. R.; Finet, J.-P.; Khamsi, J. Tet. Lett. 1987, 28, 887-890.
18. (b) Wipf, P. Syn. 1993, 537-557.
19. 13. We have recently discovered that this reaction works well also for the 1,3-propanediol cyclic ester of boronic acid.