| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5273107 | Tetrahedron Letters | 2010 | 4 Pages |
Nitration in position C-8 of diosmetin, an easily available citroflavonoid, was studied in order to gain access to original analogs. The one-step nitration proved impossible, as mono or di-nitration on C-2â² and C-6â² positions on the lateral B ring of the molecule was exclusively observed. This surprisingly straightforward di-nitration of ring B, showing a lack of reactivity of ring A despite its high activation, has never been mentioned to date. Nitration in position C-8 was therefore performed in five steps, requiring selective deactivation of ring B.
Graphical abstractNitration of diosmetin occurred only on the B-ring at C-2â² and C-6â², but not on the however highly activated ring A. Nitration in position C-8 was therefore performed in five steps, requiring selective deactivation of ring B.Download full-size image
