Sodium naphthalene-1-sulfinate → tert-butyl 8-(1-naphthylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate

Participants

Reaction Steps

The product of Example 29, step B and sodium 1-naphthylsulfinate were coupled using the procedure of Example 29, step C. Purification by flash column chromatography (SiO2, 75:25 hexane/ethyl acetate) provided tert-butyl 8-(1-naphthylsulfonyl)-3,4-dihydrobenzofuro[3,2-c]pyridine-2(1H)-carboxylate (76 mg, 26%) as a colorless oil: 1H NMR (CDCl3, 300 MHz) δ 8.67 (d, J=8.1 Hz, 1H), 8.51 (dd, J=7.5, 1.2 Hz, 1H), 8.18-8.01 (m, 2H), 7.92-7.76 (m, 2H), 7.67-7.41 (m, 4H), 4.58-4.47 (m, 2H), 3.81 (br s, 2H), 2.83 (br s, 2H), 1.50 (s, 9H).

Provenance & Evidence