N–N bond formation in Ugi processes: from nitric acid to libraries of nitramines

Valentina Mercalli (1, 2) , Aude Nyadanu (3, 4, 1) , Marie Cordier (5) , Gian Cesare Tron (2) , Laurence Grimaud (3) , Laurent El Kaim (1)

1 DCSO - Laboratoire de synthèse organique
2 Dipartimento di Scienze del Farmaco
3 Département de Chimie - ENS Paris
4 UPMC - Université Pierre et Marie Curie - Paris 6
5 LCM - Laboratoire de chimie moléculaire

The Ugi reaction has drawn considerable attention over the years leading to numerous libraries of heterocycles and various extensions changing the nature of the components of the coupling. We wish to report here the use of nitric acid as carboxylic acids surrogates, it displays the first aminative Ugi-type reaction leading to nitramines.

Domaines: Chimie

Valentina Mercalli, Aude Nyadanu, Marie Cordier, Gian Cesare Tron, Laurence Grimaud, et al.. N–N bond formation in Ugi processes: from nitric acid to libraries of nitramines. Chemical Communications, 2017, 53 (13), pp.2118 - 2121. ⟨10.1039/C6CC10288C⟩. ⟨hal-01472845⟩