129353-89-5

Upstream product

• 959001-54-8 (2-bromo-4-fluorophenoxy)trimethylsilane 
• 371-41-5 4-Fluorophenol 
• 496-69-5 2-bromo-4-fluoro-phenol 
• 4039-32-1 lithium hexamethyldisilazane 
• 129353-81-7 (2-{[[(2-Dimethylamino-ethyl)-methyl-amino]-(4-fluoro-phenyl)-phenyl-silanyl]-methyl-amino}-ethyl)-dimethyl-amine 
• 132759-23-0 Dichloro-(4-fluoro-phenyl)-phenyl-silane 
• 129353-82-8 1-(Diisopropoxy-phenyl-silanyl)-4-fluoro-2-trimethylsilanyl-benzene 

Downstream Products

• 1607790-58-8 4-fluoro-2-(trimethylsilyl)phenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate 
• 1373397-30-8 1-benzyl-6-fluoro-1H-benzo[d][1,2,3]triazole 
• 1373397-31-9 1-benzyl-5-fluoro-1H-benzo[d][1,2,3]triazole 

Relevant academic research and scientific papers

Trifluoromethyl aryl sulfonates (TFMS): An applicable trifluoromethoxylation reagent

Fluorine is probably another favorite hetero-atom for incorporation into small molecules after nitrogen. Among many fluorine-containing groups, trifluoromethyl aryl ethers (ArOCF3) have unique properties in drug design and are difficult to be synthesized, and many different methods were developed to prepare them. A novel one-pot synthesis of o-iodine-aryl trifluoromethyl ethers (ArOCF3I) was described by the reaction of trifluoromethoxylation and iodination with trifluoromethyl aryl sulfonates (TFMS) in this manuscript. The reaction conditions were optimized by screening different solvents, crown ethers, substrates and the ratios and the yields of products were in moderate to high yields (up to 86%).

Continuous-flow synthesis of trimethylsilylphenyl perfluorosulfonate benzyne precursors

2-(Trimethylsilyl)phenyl perfluorosulfonated aryne precursors may now be accessed using flow chemistry, enabling the fast preparation of pure compounds with no requirement for low temperature lithiation or column chromatography. The process has been adapted to novel nonaflate precursors, utilizing the cheaper and more user-friendly nonaflyl fluoride reagent. The resultant nonaflates are shown to successfully participate in a range of aryne reaction classes.

ORTHO LITHIATION DIRECTED BY AMINO GROUPS ON SILICON IN PHENYLSILANE DERIVATIVES

Phenylsilanes, which contain trimethylethylenediamino (Me2NCH2CH2NMe-) group(s) on silicon, undergo selective ortho lithiation by treatment with t-BuLi, providing a new method for the synthesis of ortho substituted phenylsilane derivatives.