Sodium 3-fluorobenzene-1-sulfinate → Tert-butyl 2-(3-fluorophenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-carboxylate

Participants

Reaction Steps

Intermediate 2 was coupled with the product of Example 27, step B following the procedure of Example 27, step C. The crude material was purified by flash column chromatography (SiO2, hexanes/ethyl acetate) to give tert-butyl 2-(3-fluorophenyl)sulfonyl-5-methyl-5,6,7,8,9,10-hexahydro-7,10-epiminocyclohepta[b]indole-carboxylate (110 mg, 46%) as a pale yellow solid: 1H NMR (CDCl3, 300 MHz) δ 8.13-8.23 (m, 1H), 7.71-7.76 (m, 1H), 7.58-7.70 (m, 2H), 7.38-7.49 (m, 1H), 7.28-7.35 (m, 1H), 7.12-7.23 (m, 1H), 5.16-5.38 (m, 1H), 4.32-4.51 (m, 1H), 3.60 (s, 3H), 3.20-3.50 (m, 1H), 2.50 (d, J=16.2 Hz, 1H), 2.10-2.40 (m, 2H), 1.85-1.98 (m, 1H), 1.56-1.68 (m, 1H), 1.37 (br s, 9H).

Provenance & Evidence