Table 2.
Reaction of 2 with Amines
RR'NH | Tosylmethylurea 4 | % Yielda |
---|---|---|
n-BuNH2 | 4a R=H, R'= n-Bu | 61 |
n-BuNH2 | 4b R=H, R'= t-Bu | 55 |
pyrrolidine | 4c R,R'= (CH2)4 | 21 |
aniline | 4d R=H, R'= Ph | 72 |
o-phenylenediamine | 4e R=H, R'= (o-NH2Ph) | 54 |
Conditions: THF, −78 °C, 0.5 h; then stirring 1 h at rt, followed by concentration and purification by trituration or flash column chromatography.