549548-74-5

Upstream product

• 32147-19-6 (E)-2-bromo-1,3-diphenylprop-2-en-1-one 
• 109-72-8 n-butyllithium 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 100-52-7 benzaldehyde 
• 614-47-1 1,3-diphenyl-propen-3-one 
• 611-91-6 2,3-dibromo-1,3-diphenylpropane-1-one 

Downstream Products

• 405933-17-7 (E)-2-bromo-1,3-diphenylprop-2-en-1-yl 2,2,2-trichloroacetate 

Relevant academic research and scientific papers

Study of the mechanism of base induced dehydrobromination of trans-β-bromostyrene

Observation that rates of dehydrobromination of trans-β-bromostyrene (1) and the Hofmann degradation of tetrabutyl ammonium cation depend on strength of base in different ways and that treatment of 1 with base results in fast abstraction of the β-proton imply the possibility that the dehydrobromination of 1 could proceed via α-elimination and Ph migration. In order to clarify this question, β-13C-labeled 1 was obtained and subjected to PTC dehydrobromination which proceeds without migration of Ph. The obtained results are consistent with an irreversible E1cB mechanism.

Synthesis of allenes from allylic alcohol derivatives bearing a bromine atom using a palladium(0)/diethylzinc system

A general and efficient synthesis of allenes using a palladium(0)/diethylzinc system is described. Treatment of mesylates or trichloroacetates of (E)- or (Z)-2-bromoalk-2-en-1-ols with diethylzinc in the presence of a catalytic amount of palladium(0) affords allenes bearing an aminoalkyl, alkyl, or aryl substituent(s) in good to high yields. No transfer of chirality from the stereogenic center carrying the mesyloxy group to the allene was observed.