Amides of 1,3,7-triazapyrene series: synthesis by nucleophilic substitution of alkoxy groups

作者：Borovlev Ivan V^*; Demidov Oleg P; Kurnosova Nadezhda A; Amangazieva Gulminat A; Avakyan Elena K

来源：Chemistry of Heterocyclic Compounds, 2015, 51(4): 334-339.

DOI：10.1007/s10593-015-1704-7

• 6,8-dialkoxy-1,3,7-triazapyrenes
• ipso substitution of alkoxy groups
• nucleophilic amidation
• tandem SNAripso-S(N)2 reactions

The treatment of 6,8-dialkoxy-1,3,7-triazapyrenes with sodium acylamides in DMSO at room temperature resulted in ipso substitution of one alkoxy group with amide group, giving 8-acylamino-6-alkoxy-1,3,7-triazapyrenes. The reaction at 65-70A degrees C proceeded as a tandem SNAr (ipso) -S(N)2 process, leading to the formation of 8-acylamino-6-oxo-6,7-dihydro-1,3,7-triazapyrenes.

• 出版日期2015-4