The use of Lewis acid in the reaction of zinc salts of indoles and acyl chloride

Synthetic Communications

Volumn 27, Issue 12, 1997, Pages 2125-2132

  Yang, ChengXi ^a   Patel, Hemantkumar H ^a   Ku, Yi Yin ^a   Shah, Rajendra ^a   Sawick, David ^a  

^a ABBOTT LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3 ACYLINDOLE; ALUMINUM CHLORIDE; CHLORIDE; INDOLE DERIVATIVE; UNCLASSIFIED DRUG; ZINC DERIVATIVE;

ACYLATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; REACTION ANALYSIS; SYNTHESIS;

EID: 0030918989     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919708006820     Document Type: Article

References (18)

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13. a) Davidsen, S. K.; Summers, J. B.; Albert, D. H.; Holms, J. H.; Heyman, H. R.; Magoc, T. J. Conway, R. G.; Rhein, D. A. and Carter, G. W. J. Med. Chem. 1994, 37, 4423.
14. b) Carrera, G. M.; Sheppard, G. S. Synlett, 1994, 93.
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16. Paris, F. J.; Thiais, D. F.; James, Claude; Lave, Daniel, U.S.Patent 4529728, issued July 16, 1985.
17. A conventional procedure to form zinc indole salt involved first formation of indole magnesium salt by reaction of indole with ethyl magnesium bromide followed by reaction with etherial zinc chloride solution to convert it to the corresponding zinc salt.. A modified procedure was developed by direct addition of the Grignard reagent to the mixture of solid zinc chloride and indole, thus generating the zinc indole salt.
18. 2.