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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 22, 1992 - Issue 3
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Original Articles

Utilization of Chloroagetone in the Synthesis of 3-Methylindoles

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Pages 343-349 | Received 25 Jul 1991, Published online: 05 Dec 2006

References

  • Sundberg , J. R. 1970 . The Chemistry of indoles , 164 New York and London : Academic Press .
  • In the few instances where chloroacetone was reported to have been used earlier in the literature, the yields are rather poor (ref. 1, p 166). Dialkylated anilines appeared to be better (ref. 1, p 169)
  • Compound 1 is made by the reductive animation of m-phenetidine with benzaldehyde using NaBH4/phthalic acid
  • Szabo-Pusztay , K and Szabo , L. 1979 . Synthesis , : 276
  • Compounds 6 and 7 give spectral data identical to those reported in ref. 6.
  • Wright , C. , Shulkind , M , Jones , K and Thompson , M. 1987 . Tetrahedron Lett. , 28 : 6389
  • Shishido , K. , Hiroya , K. , Komatsu , H , Fukumoto , K and Kametani , T . 1986 . J. Chem. Soc. Chem. Comm. , : 904
  • Shishido , K. , Shitara , E. , Komatsu , H. , Hiroya , K. , Fukumoto , K. and Kametani , T . 1986 . J. Org. Chem. , 51 : 3007

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