Abstract
The use of a small amount of triphenylphosphine in the thermal rearrangement of N-allyl-N-tosylaniline (1) to 2-allyl-N-tosylaniline (2) in N, N-dibutylaniline depressed to a great extent the decomposition of the reaction mixture. Total yields of rearrangement products, which are 2-allyl- and 2- (trans-1-propenyl) -N-tosylaniline, and 2-methyl-1-tosylindoline, wher aised to 85%. The effects of triphenylphosphine toward the suppression of the decomposition were discussed.
