Butyn-2-one → 4-Acetyl-2-(4-benzyloxyphenyl)-7-(tert-butyldimethylsilanyloxymethyl)-1-ethylpyrrolo[2,1,5-cd]indolizine

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Reaction Steps

2-(4-Benzyloxyphenyl)-8-(tert-butyldimethylsilanyloxymethyl)-1-ethylindolizine was reacted with 3-butyn-2-one by the general synthetic principles outlined in example 73, step 1, to afford 4-acetyl-2-(4-benzyloxyphenyl)-7-(tert-butyldimethylsilanyloxymethyl)-1-ethylpyrrolo[2,1,5-cd]indolizine as a brown oil in 70% yield. 1H--NMR (DMSO-d6, 200 MHz) δ: 0.13 (s, 6 H); 0.89 (s, 9 H); 1.37 (t, 3 H); 2.64 (s, 3 H); 3.18 (q, 2 H); 5.20 (s, 2 H); 5.32 (s, 2 H); 7.12-7.54 (m, 7 H); 7.73 (d, 2 H); 7.94 (d, 1 H); 8.18 (s, 1 H); 8.34 (d, 1 H).

Provenance & Evidence