1427182-86-2

Upstream product

• 1444-65-1 (RS)-2-phenylcyclohexanone 
• 133816-00-9 phenyl(trimethylsilylethynyl)iodonium triflate 
• 181934-30-5 1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one 
• 1427182-85-1 2-ethynyl-2-phenyl-1-oxaspiro[2.4]heptane 
• 6740-66-5 (1-bromocyclopentyl)(phenyl)methanone 
• 1427182-83-9 trimethyl((2-phenyl-1-oxaspiro[2.4]heptan-2-yl)ethynyl)silane 
• 5422-88-8 phenyl cyclopentyl ketone 

Relevant academic research and scientific papers

Electrophilic alkynylation of ketones using hypervalent iodine

A new method for the electrophilic α-alkynylation of ketones was developed using hypervalent iodine under mild and metal-free conditions. Carbonyl compounds containing an α-acetylene group were obtained in good to excellent yields for several ketones using 1-[(trimethylsilyl)ethynyl]-1,2- benziodoxol-3(1H)-one (TMS-EBX) as an alkynylation agent in the presence of t-BuOK and TBAF in THF as solvent. Under the same conditions, an aldehyde was alkynylated. This journal is the Partner Organisations 2014.

Zinc-catalyzed Meinwald rearrangement of tetrasubstituted 1-alkynyloxiranes to tertiary α-alkynylketones

Easy access to tertiary α-alkynylketones via a Meinwald-type rearrangement of 1-alkynyloxiranes is reported. This transformation is selectively accomplished with an economical zinc catalyst.

An alternative reaction outcome in the gold-catalyzed rearrangement of 1-alkynyloxiranes

The gold(III)-catalyzed rearrangement of tetrasubstituted 1-alkynyloxiranes is described. This transformation led to a different reaction outcome with respect to related substrates previously studied. Thus, tertiary α-alkynylketones or alkynols can be selectively obtained. Moreover, gold(III) proved capable to catalyze the rearrangement of simple epoxides. These results indicate that gold(III) complexes act as oxophilic Lewis acids rather than π-acids in these transformations.