Multi-step reaction with 9 steps
1: 1.) t-BuLi, 2.) 2-thienylCuCNLi, 3.) Me3SiCl
2: 91 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 12 h / Ambient temperature
3: 1.) 1,1,3,3-tetramethyl-1,3-diphenyl-disilazane, n-BuLi, 3.) Pd(PPh3)4
4: 1.) MeLi, 2.) t-BuLi
5: t-BuOOH, Triton B / tetrahydrofuran / 2 h / -23 °C
6: 56 percent / tetrahydrofuran / 3 h / Ambient temperature
7: 97 percent / n-Bu4NF / tetrahydrofuran / 1 h / 0 °C
8: diisopropylethylamine / CH2Cl2 / 0.75 h
9: LiCl / dimethylformamide / 2 h / Ambient temperature
With
tert.-butylhydroperoxide; dmap; tetrakis(triphenylphosphine) palladium(0); n-butyllithium; chloro-trimethyl-silane; 1,1,3,3-tetramethyl-1,3-diphenyldisilazane; tetrabutyl ammonium fluoride; methyllithium; tert.-butyl lithium; N-benzyl-trimethylammonium hydroxide; thien-2-yl(cyano)copper lithium; N-ethyl-N,N-diisopropylamine; lithium chloride;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;