01317nas a2200169 4500008004100000022001400041245009000055210006900145260000800214300001600222490000700238520070400245100002100949700002400970700002800994856012501022 2026 eng d a0022-326300aBase mediated sequentialnitrogen insertion and benzotriazolationof p-quinone methides0 aBase mediated sequentialnitrogen insertion and benzotriazolation cJUL a10414-104240 v913 a

Herein, we report a base-mediated, one-pot protocol for the synthesis of functionalized benzotriazole derivatives via in situ generation of benzotriazoles from benzene-1,2-diamines and tert-butyl nitrite. The transformation proceeds through nitrogen insertion, followed by a subsequent 1,6-aza-Michael addition with p-quinone methides, enabling efficient C-N bond formation. Notably, the developed method operates under mild, transition-metal-free conditions and is performed under an open-air atmosphere, offering a practical and environmentally benign approach to structurally diverse benzotriazoles and demonstrated 34 examples of <= 87% yield with wide functional group tolerance.

1 aMamale, Ajay, G.1 aGhodake, Balaji, M.1 aBhattacharya, Asish, K. uhttps://library.ncl.res.in/content/base-mediated-sequentialnitrogen-insertion-and-benzotriazolationof-p-quinone-methides