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. 2012 Feb 15;20(4):1607–1615. doi: 10.1016/j.bmc.2011.12.018

Scheme 2.

Scheme 2

Preparation of additional quinol analogues. Reagents and conditions: (a) PIDA, MeOH, 76%; (b) (i) HC Created by potrace 1.16, written by Peter Selinger 2001-2019 CMgBr, THF, −78 °C; (ii) CHCl3, silica, 90%; (c) aniline, pyridine, CH2Cl2, 0–25 °C, 1 h, 69%; (d) NaN3, DMF, 60 °C, 16 h, 66%; (e) 1, CuI, lutidine, MeCN, 0–25 °C, 16 h, 54%; (f) 1, CuI, Pd(PPh3)4, DMAc, H2O, iPr2NH, 100 °C, 10 min, 11%; (g) aniline, PyBrop, DMF, DIPEA, 0–25 °C, 16 h, 20%.