4-Cyanophenylboronic acid → 1-[2-(4-Cyanophenyl)cyclopenten-1-yl]-4-(methylthio)benzene

Participants

Reaction Steps

Following the synthetic procedure outlined in Step 3 of Example 1, 500 mg (1.9 mmol) of 1-(2-bromocyclopenten-1-yl)-4-(methylthio) benzene (Example 1, Step 2) was reacted with 540 mg (3.7 mmol) of 4-cyanophenylboronic acid (Step 1). Purification by silica gel chromatography (MPLC) with hexane/ethyl acetate (19:1) gave 480 mg (89%) of 1-[2-(4-cyanophenyl)cyclopenten-1-yl]-4-(methylthio)benzene as an oil: NMR (CDCl3) d 2.07 (m, J=7 Hz, 2H) , 2.42 (s, 3H) , 2.89 (t, J=7 Hz, 4H) , 7.05 (d, J=8 Hz, 2H) , 7.11 (d, J=8 Hz, 2H) , 7 . 26 (d, J=8 Hz, 2H) , 7.48 (d, J=8 Hz, 2H ) .

Provenance & Evidence