138719-98-9

Upstream product

• 5471-63-6 1,3-diphenylisobenzofuran 
• 126613-08-9 trifluoromethanesulfonic acid 1-bromonaphthalen-2-yl ester 
• 138719-97-8 2-bromonaphthalen-1-yl trifluoromethanesulfonate 
• 138720-00-0 1-iodonaphthalen-2-yl trifluoromethanesulfonate 
• 7111-67-3 1,3-diphenyl-1,3-dihydroisobenzofuran 
• 1609120-09-3 1-(4-tolylsulfinyl)naphthalen-2-yl triflate 
• 573-97-7 1-bromo-2-naphthol 
• 99747-74-7 1-naphthyl triflate 
• 799764-32-2 1-(4-methylphenylsulfenyl)naphthalen-2-ol 
• 1609120-08-2 1-(4-tolylthio)naphthalen-2-yl triflate 

Relevant academic research and scientific papers

ortho-Difunctionalization of arynes by LiZnEt2(TMP)-mediated deprotonative zincation/elimination of aryl triflates

Generation of arynes from aryl triflates has been achieved using lithium diethyl(tetramethylpiperidyl)-zincate base LiZnEt2(TMP), via a directed ortho-deprotonative zincation and subsequent elimination of the triflate group. The aryne formation

Generation of arynes triggered by sulfoxidemetal exchange reaction of ortho-sulfinylaryl triflates

Arynes were efficiently generated from readily available ortho-sulfinylaryl triflates by the treatment with phenylmagnesium bromide in tetrahydrofuran at 78 C. Aryne generation was initiated by a rapid sulfoxidemetal exchange reaction, followed by the immediate elimination of the ortho-OTf group. Various arynophiles efficiently reacted with arynes generated by this method within 10min, providing the corresponding adducts in high yields.

New efficient protocol for aryne generation. Selective synthesis of differentially protected 1,4,5-naphthalenetriols

Arynes are generated cleanly and rapidly by halogen-lithium exchange of ortho-haloaryl triflates with n-BuLi at -78°C. [2+4]-Cycloaddition of α-alkoxyaryne with 2-methoxyfuran proceeded regioselectively (head-to-head) to afford 1,4,5-naphthalenetriols.