Iron-Catalyzed Ring-Opening Azidation and Allylation of <i>O</i>‑Heterocycles Yoshinari Sawama Kyoshiro Shibata Yuka Sawama Masato Takubo Yasunari Monguchi Norbert Krause Hironao Sajiki 10.1021/ol402511r.s001 https://acs.figshare.com/articles/journal_contribution/Iron_Catalyzed_Ring_Opening_Azidation_and_Allylation_of_i_O_i_Heterocycles/2365333 We have established the first catalytic C–C and C–N bond formation reactions of <i>O</i>-heterocycles (e.g., tetrahydrofuran, phthalane, and lactone derivatives) using iron trichloride as a catalyst in the presence of TMSN<sub>3</sub> or allylsilanes accompanied by the ring opening of <i>O</i>-heterocycles. The reactions smoothly proceeded at room temperature to give the corresponding primary saturated alcohols from the 2-substituted tetrahydrofurans, <i>ortho</i>-substituted benzyl alcohols from phthalanes, and saturated carboxylic acids from lactones in high yields. 2016-02-18 14:58:51 allylsilane presence carboxylic acids phthalane tetrahydrofuran Azidation Allylation formation catalyst benzyl iron trichloride e.g TMSN 3 yield room temperature lactone derivatives ring opening bond