Skip to main content
. 2019 Feb 13;10(3):306–311. doi: 10.1021/acsmedchemlett.8b00508

Scheme 1. Synthetic Strategy for C-4 Diversity.

Scheme 1

Experimental details described in the Supporting Information. Scheme conditions: (a) (i) NaH, DMF; (ii) Chloramine solution in MTBE (90%); (b) (i) 3,3-diethyoxypropionitrile, IPA, 85 °C; (ii) DBU, DCE, 85 °C (c) POCl3, 75 °C. 29%, 2 steps); (d) Conc. H2SO4, 55 °C (89%); (e) R-NH2; (f) Ar–B(OH)2/Suzuki conditions; (g) EtSH, K2CO3, DMF, rt, 18 h (65%); (h) ArB(OH)2, X-Phos, Pd(OAc)2, 2 M K3PO4, dioxane 125 °C ; (i) oxone, acetone, water; (j) R-NH2, DMF, 85 °C.