106154-53-4Relevant academic research and scientific papers
DIRECTED BETA-LITHIATION OF 2-SUBSTITUTED INDOLES - A NEW SYNTHETIC ROUTE TO 2,3-DISUBSTITUTED INDOLES
Johnson, David A.,Gribble, Gordon W.
, p. 2127 - 2132 (2007/10/02)
Treatment of several N-protected 2-substituted indoles with n-butyllithium at -78 deg C leads to C-3 lithiation, presumably via coordination with the C-2 substituent.Depending on the exact system, the 3-lithioindole can either be trapped with electrophiles or suffer ring-opening to an alkyne.
