144763-12-2Relevant academic research and scientific papers
Synthesis of polysubstituted iodobenzene derivatives from alkynylsilanes and 1,3-dienes via diels-alder/oxidation/iodination reaction sequence
Mockel, Robert,Hilt, Gerhard
supporting information, p. 1644 - 1647 (2015/04/14)
The cobalt-catalyzed Diels-Alder reaction of trimethylsilyl-substituted alkynes with 1,3-dienes led to dihydroaromatic intermediates which were transformed into iodobenzene derivatives. For this transformation, the dihydroaromatic intermediates had to be oxidized and the trimethylsilyl-substituted arene had to undergo a silicon-iodine exchange reaction. For this purpose, a number of oxidizing agents and iodonium sources were tested in order to realize the desired two transformations in a single step. Eventually, the combination of tert-butyl hydroperoxide (TBHP), zinc iodide, and potassium carbonate led to the desired oxidation/iodination in good to excellent yields in a short reaction time at ambient temperatures.
Titanium-catalyzed cycloaddition reactions of phenyl(trimethylsilyl)acetylene to conjugated dienes and 1,3,5-cycloheptatriene. 1-Phenyl-2-(trimethylsilyl)cyclohexa-1,4-dienes and their aromatization
Klein, Rene,Sedmera, Petr,Cejka, Jiri,Mach, Karel
, p. 143 - 153 (2007/10/02)
The catalytic system Et2AlCl/TiCl4 induces Diels-Alder addition of phenyl(trimethylsilyl)acetylene (PTMSA) to 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene, 2-methyl-1,3-pentadiene, and addition of PTMSA to 1,3,5-cycloheptatriene.The 1-phenyl-
