Highly regioselective C4-hydrazinylation of 2,4-dichloroquinolines: expedient synthesis of aminoquinoline substituted pyrrolidin-2,5-diones via hydrazinylquinolines
| Title | Highly regioselective C4-hydrazinylation of 2,4-dichloroquinolines: expedient synthesis of aminoquinoline substituted pyrrolidin-2,5-diones via hydrazinylquinolines |
| Publication Type | Journal Article |
| Year of Publication | 2014 |
| Authors | Kumar, GSenthil, Zeller, M, Gonnade, RGhanshyam, Prasad, KJayarampil |
| Journal | Tetrahedron Letters |
| Volume | 55 |
| Issue | 30 |
| Pagination | 4240-4244 |
| Date Published | JUL |
| ISSN | 0040-4039 |
| Keywords | 5-diones, Eaton's reagent, Hydrazinylquinolines, Pyrrolidin-2, Regioisomers, SNAr reaction |
| Abstract | A new class of hydrazinylquinoline regio-isomers has been synthesized through SNAr reaction of 2,4-dichloroquinolines with hydrazine hydrate. The reaction stops at the mono-substitution product with high regioselectivity at the C-4 rather than C-2 position of dichloroquinolines. The hydrazinylquinolines were subsequently converted into aminoquinoline substituted pyrrolidin-2,5-diones in the presence of Eaton's reagent. (C) 2014 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tetlet.2014.05.132 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.68 |
Divison category:
Center for Material Characterization (CMC)