Taguchi Jumpei, Okuyama Takumi, Tomita Satomi, Niwa Takashi, Hosoya Takamitsu
Laboratory of Chemical Bioscience, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University (TMDU), 2-3-10 Kanda-Surugadai, Chiyoda-ku, Tokyo 101-0062, Japan.
Laboratory for Chemical Biology, RIKEN Center for Biosystems Dynamics Research (BDR), 6-7-3 Minatojima-Minamimachi, Chuo-ku, Kobe 650-0047, Japan.
Org Lett. 2023 Sep 29;25(38):7030-7034. doi: 10.1021/acs.orglett.3c02615. Epub 2023 Sep 15.
An efficient method for generating 3-triazenylarynes from -iodoaryl triflate-type precursors was developed. The generated arynes reacted with various arynophiles with high regioselectivity because of the triazenyl group. The 3-triazenylaryne precursors functioned as useful intermediates of diverse multisubstituted aromatic compounds through the transformation of the remaining triazenyl group of aryne adducts and triazenyl group-directed -C-H functionalization.