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. 2022 Jul 18;65(14):9918–9938. doi: 10.1021/acs.jmedchem.2c00582

Scheme 2. Synthetic Pathway for the Synthesis of the Alkyne Derivatives 15 and 16.

Scheme 2

Reagents and conditions: (i) Fe, NH4Cl, H2O/EtOH 1:2, 80 °C, 3 h. (ii) (a) cycloheptanecarboxylic acid, C2O2Cl2, DMF, rt, 0.5 h (b) NEt3, DCM, DMF, rt, 24 h. (iii) Br2, CHCl3, rt, 12 h. (iv) (a) CsF, DMF, rt, 1 h (b) R-bromide, 30 °C, 12 h.