Fig. 4: Divergent synthetic routes towards chain elongation via a combination of SuFEx and SuPhenEx reactions. | Nature Synthesis

Fig. 4: Divergent synthetic routes towards chain elongation via a combination of SuFEx and SuPhenEx reactions.

From: Synthesis of chiral sequence-defined oligomers via sulfur–fluoride and sulfur–phenolate exchange reactions

Fig. 4

Reaction conditions: (i) A4 (1 equiv.), E1 (1.1 equiv.), DBU (1.2 equiv.), THF, r.t., 2 h; (ii) Oligomer with fluoro-tag (F1 or F3, 1 equiv.), ammonium molybdate tetrahydrate (0.1 equiv.), 30% H2O2 (18 equiv.), THF, r.t., 2 h; (iii) F2 (1 equiv.), A3 (5 equiv.), DBU (5 equiv.), THF, 60 °C, 16 h; (iv) Oxidized intermediate (1 equiv.), E2 (1.5 equiv.), TBD (1.6 equiv.), THF, r.t., 2 h. SuFEx, sulfur–fluoride exchange reaction; SuPhenEx, sulfur–phenolate exchange reaction; THF, tetrahydrofuran; DBU, 1,8-diazabicyclo[5.4.0]undec-7-ene; TBD, 1,5,7-triazabicyclo[4.4.0]dec-5-ene; tol, p-tolyl.

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