An efficient route to polynitrogen-fused tricycles via a nitrene-mediated N-N bond formation under microwave irradiation

作者：Nyffenegger Coralie; Pasquinet Eric; Suzenet Franck; Poullain Didier; Jarry Christian; Leger Jean Michel; Guillaumet Gerald^*

来源：Tetrahedron, 2008, 64(40): 9567-9573.

DOI：10.1016/j.tet.2008.07.055

• cyclization
• nitrene
• nitrogen heterocycles
• Stille reaction

The synthesis of unprecedented fused azaheterocyclic ring systems is described. Tricycles with either a central pyrazole or a triazole ring were obtained via a nitrene-mediated reaction of nitro bis(hetaryl) derivatives in the presence of triethylphosphite. The cyclization proceeded with complete chemoselectivity for the desired N-N bond formation and was completed within minutes under microwave activation. The key nitro bicycles were synthesized using either Stille couplings or aromatic nucleophilic substitution.

• 出版日期2008-9-29
• 单位中国地震局