Modifications to the Vilsmeier-Haack Formylation of 1,4-Dimethylcarbazole and Its Application to the Synthesis of Ellipticines

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TY  - JOUR
  - Deane, FM,Miller, CM,Maguire, AR,McCarthy, FO
  - 2011
  - January
  - Rna-A Publication of The Rna Society
  - Modifications to the Vilsmeier-Haack Formylation of 1,4-Dimethylcarbazole and Its Application to the Synthesis of Ellipticines
  - Validated
  - ()
  - DERIVATIVES DNA ALKALOIDS BINDING TUMOUR
  - 48
  - 814
  - 823
  - An improved method for the preparation of 3-formyl-1,4-dimethylcarbazole, a key intermediate in the synthesis of ellipticine, is presented. Conditions of the Vilsmeier-Haack reaction have been modified to facilitate the production of 3-formyl-1,4-dimethylcarbazole as a major product leading to an overall improvement in yield of ellipticine from 3% to 14%. This approach was also applied to the synthesis of 6-methylellipticine and 9-methoxyellipticine.
  - DOI 10.1002/jhet.598
DA  - 2011/01
ER  - 
@article{V108083260,
   = {Deane,  FM and Miller,  CM and Maguire,  AR and McCarthy,  FO },
   = {2011},
   = {January},
   = {Rna-A Publication of The Rna Society},
   = {Modifications to the Vilsmeier-Haack Formylation of 1,4-Dimethylcarbazole and Its Application to the Synthesis of Ellipticines},
   = {Validated},
   = {()},
   = {DERIVATIVES DNA ALKALOIDS BINDING TUMOUR},
   = {48},
  pages = {814--823},
   = {{An improved method for the preparation of 3-formyl-1,4-dimethylcarbazole, a key intermediate in the synthesis of ellipticine, is presented. Conditions of the Vilsmeier-Haack reaction have been modified to facilitate the production of 3-formyl-1,4-dimethylcarbazole as a major product leading to an overall improvement in yield of ellipticine from 3% to 14%. This approach was also applied to the synthesis of 6-methylellipticine and 9-methoxyellipticine.}},
   = {DOI 10.1002/jhet.598},
  source = {IRIS}
}
AUTHORSDeane, FM,Miller, CM,Maguire, AR,McCarthy, FO
YEAR2011
MONTHJanuary
JOURNAL_CODERna-A Publication of The Rna Society
TITLEModifications to the Vilsmeier-Haack Formylation of 1,4-Dimethylcarbazole and Its Application to the Synthesis of Ellipticines
STATUSValidated
TIMES_CITED()
SEARCH_KEYWORDDERIVATIVES DNA ALKALOIDS BINDING TUMOUR
VOLUME48
ISSUE
START_PAGE814
END_PAGE823
ABSTRACTAn improved method for the preparation of 3-formyl-1,4-dimethylcarbazole, a key intermediate in the synthesis of ellipticine, is presented. Conditions of the Vilsmeier-Haack reaction have been modified to facilitate the production of 3-formyl-1,4-dimethylcarbazole as a major product leading to an overall improvement in yield of ellipticine from 3% to 14%. This approach was also applied to the synthesis of 6-methylellipticine and 9-methoxyellipticine.
PUBLISHER_LOCATION
ISBN_ISSN
EDITION
URL
DOI_LINKDOI 10.1002/jhet.598
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