Acid-catalyzed ortho-alkylation of anilines with styrenes: an improved route to chiral anilines with bulky substituents
Cherian, AE; Domski, GJ; Rose, JM; Lobkovsky, EB; Coates, GW
| HERO ID | 5416643 |
|---|---|
| In Press | No |
| Year | 2005 |
| Title | Acid-catalyzed ortho-alkylation of anilines with styrenes: an improved route to chiral anilines with bulky substituents |
| Authors | Cherian, AE; Domski, GJ; Rose, JM; Lobkovsky, EB; Coates, GW |
| Journal | Organic Letters |
| Volume | 7 |
| Issue | 23 |
| Page Numbers | 5135-5137 |
| Abstract | [reaction: see text] Reaction of para-substituted anilines with styrene derivatives at elevated temperatures, when catalyzed by CF3SO3H, results in highly chemoselective ortho-alkylation of the aniline. When R = H, dialkylation can be achieved by varying the ratio of styrene to aniline. Several different substituted anilines and styrenes were examined, and good yields (42-87%) were obtained, except in the case where electron-withdrawing substituents are present on the styrene. |
| Doi | 10.1021/ol051916j |
| Pmid | 16268521 |
| Wosid | WOS:000233259000006 |
| Url | <Go to ISI>://WOS:000233259000006 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |