159355-57-4Relevant articles and documents
Unexpected B-ring regioselective di-nitration of diosmetin, a Citrus flavonoid
Lewin, Guy,Jullian, Jean-Christophe,Rodrigo, Jordi
scheme or table, p. 1145 - 1148 (2010/04/05)
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-2′ and C-6′ 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.