Tetraethyltin → 4-(2-Chlorophenyl)-9-vinylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

반응식

FC(F)(F)S(O[C:7]1[CH:19]=[CH:18][C:17]2[NH:16][C:15]3[CH:14]=[C:13]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[Cl:26])[C:12]4[C:27](=[O:31])[NH:28][C:29](=[O:30])[C:11]=4[C:10]=3[C:9]=2[CH:8]=1)(=O)=O.[CH2:34]([Sn](CC)(CC)CC)[CH3:35].[SnH4]>>[Cl:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[C:13]1[C:12]2[C:27](=[O:31])[NH:28][C:29](=[O:30])[C:11]=2[C:10]2[C:9]3[CH:8]=[C:7]([CH:34]=[CH2:35])[CH:19]=[CH:18][C:17]=3[NH:16][C:15]=2[CH:14]=1

참가 물질

반응물 3

HCID 11704Tetraethyltin

HCID 123161Stannane

HCID 219807504-(2-Chlorophenyl)-1,3-dioxo-1,2,3,6-tetrahydropyrrolo[3,4-c]carbazol-9-yl trifluoromethanesulfonate

생성물 1

HCID 219808684-(2-Chlorophenyl)-9-vinylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

실험 절차

Compound (616) was prepared from (615) prepared as described in example 479 (using the procedure described in example 309, with tetraethyl tin as the stannane to give a yellow oil. 1H NMR δ [(CD3)2SO] 11.71 (s, 1H), 11.48 (br, 1H), 8.23 (s, 1H), 8.78, (s, 1H), 7.99 (s, 1H), 7.62–7.43 (m, 5H), 7.2–7.1 (m, 1H), 6.10 (d, J=17.6 Hz, 1H), 5.46 (d, J=11.3 Hz, 1H). EIMS found: M+=372.0661. C22H13ClN2O2 requires 372.0666.