Multi-step reaction with 7 steps
1: 91 percent / imidazole / dimethylformamide / Ambient temperature
2: 1) n-BuLi, TMEDA / 1) Et2O, 0 deg C, 2) Et2O, 0 deg C
3: 90 percent / n-BuLi / tetrahydrofuran / -78 °C
4: 93 percent / 1-hydroxy-1,2-benziodoxol-3(1H)-one / dimethylsulfoxide; tetrahydrofuran / Ambient temperature
5: 88 percent / TFA / CH2Cl2 / 0 °C
6: 88 percent / (i-Pr)2NEt, NMP / 80 °C
7: 90 percent / DBU, NMP / 80 °C
With
1H-imidazole; 1-methyl-pyrrolidin-2-one; n-butyllithium; 1-hydroxy-1,2-benzodioxol-3-(1H)-one; N,N,N,N,-tetramethylethylenediamine; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo961242d