Department of Biology and Chemistry, Nipissing University , North Bay, ON P1B 8L7, Canada.
Department of Chemistry, Birla Institute of Technology and Science , Pilani, Pilani 333031, India.
Org Lett. 2017 Apr 21;19(8):2038-2041. doi: 10.1021/acs.orglett.7b00617. Epub 2017 Apr 5.
Gold(III)-catalyzed synthesis of 14-π electron heteroaromatic thiopyrano[2,3-b]indole is reported using conjugated enyne tethered indole sulfides, featuring skeletal rearrangement conjoined with intramolecular hydroarylation (via C3-H functionalization of the indole core) and oxidative aromatization. Subsequent Pd-catalyzed C-C coupling resulted in a 16-π electron heteroaromatic isothiochromeno[1,8,7-bcd]indole.
报道了金(III)催化的共轭烯炔键合吲哚硫醚的 14-π 电子杂芳基噻吩并[2,3-b]吲哚的合成,其特征在于骨架重排与分子内氢芳基化(通过吲哚核的 C3-H 官能化)和氧化芳构化相结合。随后的 Pd 催化 C-C 偶联导致了 16-π 电子杂芳基异硫色烯并[1,8,7-bcd]吲哚。