Nickel-catalyzed regioselective C(2)-H difluoroalkylation of indoles with difluoroalkyl bromides
| Title | Nickel-catalyzed regioselective C(2)-H difluoroalkylation of indoles with difluoroalkyl bromides |
| Publication Type | Journal Article |
| Year of Publication | 2018 |
| Authors | Soni, V, Sharma, DM, Punji, B |
| Journal | Chemistry-An Asian Journal |
| Volume | 13 |
| Issue | 17 |
| Pagination | 2516-2521 |
| Date Published | SEP |
| Type of Article | Article |
| Abstract | Regioselective C(2)-H difluoroalkylation of C-3 unsubstituted indoles with commonly available fluoroalkyl bromides is successfully achieved employing a simple nickel catalyst system, (DME)NiCl2/Xantphos. This methodology shows excellent regioselectivity and exhibits a broad substrate scope. Various functional groups, such as -OMe, -F, and -Br, are tolerated on the indole backbone to give the difluoroalkylated products in moderate to good yields. Preliminary mechanistic findings demonstrate that the reaction is homogeneous in nature and involves a radical manifold. Synthetic utility of this nickel-catalyzed method is demonstrated by synthesizing melatonin receptor antagonist Luzindole derivative. |
| DOI | 10.1002/asia.201800504 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.692 |
Divison category:
Chemical Engineering & Process Development
Organic Chemistry