alpha-Azido ketones. Part 7: synthesis of 1,4-disubstituted triazoles by the %26quot;click%26quot; reaction of various terminal acetylenes with phenacyl azides or alpha-azidobenzo(hetera)cyclanones

作者：Konya Krisztina; Fekete Szabolcs; Abraham Anita; Patonay Tamas^*

来源：Molecular Diversity, 2012, 16(1): 91-102.

DOI：10.1007/s11030-012-9360-7

• Alkyne
• alpha-Azido ketone
• Chromanone
• 1,3-Dipolar cycloaddition
• 1,2,3-Triazole

Copper(I)-catalyzed alkyne-azide 1,3-cycloaddition reaction (CuAAC, Sharpless-Meldal reaction) of various a-azido ketones such as substituted 2-azidoacetophenones, 2-azidobenzosuberone and 3-azido(thio)chromanones with terminal alkynes was studied. The reaction resulted in the formation of the expected 1,2,3-triazoles in moderate to good yields although the reactivity was somewhat lower than in the case of simple azides. Reaction of ethynylchromones as alkynes gave interesting dichromonoid systems bridged by a triazole unit.

• 出版日期2012-2