Novel haloacetoxylation of 1,4-dimethoxynaphthalenes using hypervalent iodine chemistry

Tetrahedron Letters

Volumn 37, Issue 36, 1996, Pages 6443-6446

  Evans, P Andrew ^a   Brandt, Thomas A ^a  

^a UNIVERSITY OF DELAWARE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

NAPHTHALENE DERIVATIVE; ORGANOBROMINE DERIVATIVE; ORGANOCHLORINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; HALOGENATION;

EID: 0030565596     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01427-X     Document Type: Article

References (25)

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20. For an example of a similar acetoxylation reaction of p-substituted acetanilides, see Kokil, P. B.; Patil, S. D.; Ravindranathan, T.; Madhavan Nair, P. Tetrahedron Lett. 1979, 989.
21. 80Br 323.9997 found 323.9993
22. 13C NMR) and analytical (HRMS) data in accord with the assigned structure.
23. 10
24. Trimethylsilyl iodide is readily oxidized to iodine with iodosobenzene diacetate. Treatment of the 1,4-dimethoxynaphthalene with this reagent combination gave none of the desired iodide.
25. Evans, P. A.; Brandt, T. A. Unpublished Results.