247-54-1

Upstream product

• 1042073-50-6 1-(5-bromo-pent-1-ynyl)-4-methylbenzene 
• 1042073-52-8 1-(5-bromopent-1-yn-1-yl)-4-nitrobenzene 
• 1042073-56-2 1-(5-bromopent-1-ynyl)-2-chlorobenzene 
• 1042073-62-0 1-(5-bromo-pent-1-ynyl)-2-methoxybenzene 
• 1042073-69-7 3-(5-bromo-pent-1-ynyl)-benzoic acid ethyl ester 
• 156210-55-8 1-(2-bromobenzyl)-2-methylsufonylpyrrole 
• 156210-54-7 1-(2-bromobenzyl)-1H-pyrrole-2-carbaldehyde 

Relevant academic research and scientific papers

A convenient scny BRAnthesis of indolo- and pcny BRArrolobenzazepines via a threefold norbornene-mediated domino reaction

A practical scny BRAnthesis of a novel class of fused heteroccny BRAcles was developed from l-(2-iodobenzcny BRAl)-lH-pcny BRArrole and -indoles with various bromoalkcny BRAl arcny BRAl alkcny BRAnes. This palladium(0)- catalcny BRAzed norbornene-mediated

Oxidative radical cyclization to pyrroles under reducing conditions. Reductive desulfonylation of α-sulfonylpyrroles with tri-n-butyltin hydride

1-(2-Bromobenzyl)-2-alkanesulfonylpyrroles (1c, 1d) and 1-(4-bromobutyl)-2-methylsulfonylpyrrols (8) undergo oxidative radical cyclization with partial or complete reductive desulfonylation to the pyrrolizidine derivatives 5 and 9 by an AIBN initiated reaction with tri-n-butyltin hydride.These cyclizations are suggested to proceed via a pseudo SRN1 process involving radical addition to the α position of the pyrrole nucleus not bearing the sulfonyl group.Reductive removal of the alkylsulfonyl moiety is proposed to occur in a second process after completion of the oxidative radical cyclization.The site of the radical addition is supported by deuterium labelling studies.Consistent with the timing of the loss of the sulfonyl group is that 2-alkylsulfonylpyrroles 11 are reductively desulfonylated under the same conditions that effect the oxidative radical cyclizations.