Formation and structure elucidation of two novel spiro[2H-indol]-3(1H)-ones

Magn Reson Chem. 2007 Aug;45(8):700-4. doi: 10.1002/mrc.2028.

Abstract

The molecular structures of two byproducts 1,1''-diphenyl-3',4'-dihydrodispiro[indole-2,2'-furan-5',2''-indole]-3,3''(1H, 1''H)-dione (3) and 1,5'-diphenyl-4',5'-dihydro-3'H-spiro[indole-2,2'-pyrano[3,2-b]indol]-3(1H)-one (4), which accompanied the rearrangement of 3-hydroxy-3-methyl-1-phenylquinoline-2,4(1H,3H)-dione (1) to 2-hydroxy-2-methyl-1-phenyl-1,2-dihydro-3H-indol-3-one (2), have been elucidated by NMR, MS, and X-ray diffraction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Indoles / chemistry*
  • Ketones / chemistry*
  • Magnetic Resonance Spectroscopy*
  • Mass Spectrometry
  • Models, Molecular
  • Molecular Structure
  • Quinolines / chemistry
  • Spiro Compounds / chemistry*
  • Structure-Activity Relationship
  • X-Ray Diffraction

Substances

  • Indoles
  • Ketones
  • Quinolines
  • Spiro Compounds