146767-43-3Relevant academic research and scientific papers
A novel approach to 1-aryl-2-(p-tolylazo)alkenes from alkyl aryl ketones
Caposcialli, Nadia,Dell'Erba, Carlo,Novi, Marino,Petrillo, Giovanni,Tavani, Cinzia
, p. 5315 - 5324 (1998)
1-Aryl-2-(p-tolylazo)alkenes were synthesized starting from alkyl aryl ketones in good overall yield. The employed three-step procedure involves: i) α-p-tolylhydrazonylation of ketone enolates with tert-butyl p- tolylazosulfide 1; ii) selective reduction of the carbonyl function of the obtained α-p-tolylhydrazono ketones 3 with NaBH4; iii) dehydration of the ensuing hydrazono alcohols 4 either in an Et2O/dil. H2SO4 two-phase system or in pyridine/acetie anhydride.
α-arylation vs. α-arylhydrazonylation of alkyl aryl ketones with arylazo tert-butyl sulfides
Dell'Erba,Novi,Petrillo,Tavani
, p. 235 - 242 (2007/10/02)
Potassium enolates of alkyl aryl ketones react selectively in DMSO with phenylazo 1a and 4-methylphenylazo tert-butyl sulfide 1b undergoing respectively effective α-phenylation via S(RN)1 and α-(4-methylphenyl)hydrazonylation via elimination-addition.
