79253-73-9Relevant academic research and scientific papers
Dilithiation of 1-Benzenesulfonylindoles
Sundberg, Richard J.,Broome, Rita,Walters, Claudia Powers,Schnur, Dora
, p. 807 - 809 (2007/10/02)
Benzenesulfonylindole is converted to a dilithio derivative by 2.2 equivalents of lithiating reagent.The dilithio derivative gives rise to sultones on reaction with carbonyl compounds.This reaction proceeds by an intramolecular displacement of the indole group from the bis-adduct.Fair to poor yields of the 2-indolylcarbinols can also be isolated.Benzoyl chloride forms a thiazine dioxide ring by addition at both the 2-indolyl and 2'-phenylsulfonyl positions. 3-Methyl-1-benzenesulfonylindole is also easily dilithiated.
