1633750-77-2

Upstream product

• 17156-61-5 1,2,4,5-tetrakis(trimethylsilyl)benzene 
• 1633750-72-7 (phenyl)(3-trimethylsilyl-5,6,7,8-tetraphenyl-2-naphthalen-yl)iodonium triflate 
• 622-37-7 Phenyl azide 
• 1026471-76-0 (phenyl)[2,4,5-tris(trimethylsilyl)phenyl]iodonium triflate 
• 479-33-4 2,3,4,5-tetraphenylcyclopenta-2,4-dienone 

Relevant academic research and scientific papers

Generation and reactions of heteroaromatic arynes using hypervalent iodine compounds

The heterocyclic aryne precursors, (phenyl)[1-phenyl-6-(trimethylsilyl)benzotriazol-5-yl]iodonium triflate and [3-ethoxycarbonyl-6-(trimethylsilyl)indazol-5-yl](phenyl)iodonium triflate, were prepared from the cycloadducts of 4,5-bis(trimethylsilyl)benzyn

Improved and practical synthesis of [2,4,5-tris(trimethylsilyl)- Phenyl](phenyl)iodonium triflate and utilization as a 1,4-benzdiyne synthon

An efficient and improved method for preparing [2,4,5-tris(trimethylsilyl) phenyl](phenyl)iodonium triflate as a 1,4-benzdiyne synthon was developed by using phenyiodonium diacetate/boron triflouride diethyl etherate [PhI(OAc) 2/BF3 OEt2] reagent. The iodonium triflate generated 3,4-bis(trimethylsilyl)benzyne quantitatively to give cycloadducts with tetraphenylcyclopentadienone, furan and anthracene in high yields. These cycloadducts bearing two trimethylsilyl groups were transformed into the corresponding aryne precursors, which underwent subsequent cycloaddition reactions to afford polycyclic aromatic compounds such as 1,4-dihydro-1,4- epoxyanthracene, naphthotriazole, triptycene, and anthratriazole derivatives in good to high yields. The total reactions are formally considered as double cycloaddition reactions of 1,4-benzdiyne. This practical and useful formal benzdiyne strategy is described.