Ultrasound and microwave assisted synthesis of dihydroxyacetophenone derivatives with or without 1,2-diazine skeleton

作者：Zbancioc Gheorghita; Zbancioc Ana Maria; Mangalagiu Ionel I^*

来源：Ultrasonics Sonochemistry, 2014, 21(2): 802-811.

DOI：10.1016/j.ultsonch.2013.09.012

• Ultrasound
• Microwave
• Environmentally friendly methods
• O-Alkylation
• alpha-Bromination
• N-Alkylation

A thorough study concerning O-alkylation and alpha-bromination of dihydroxyacetophenone (DA) and N-alkylation of 1,2-diazine, under ultrasound (US) and microwave (MW) irradiation as well as under conventional thermal heating (TH) is presented. Under US and MW irradiation the yields are higher, the amount of used solvent decreases substantially, the reaction time decreases considerable (from hours or days to minutes) and the consumed energy decreases, consequently the O-alkylation, alpha-bromination and N-alkylation methods could be considered environmentally friendly. A selective and efficient way to either bis-O-alkylation or mono-O-alkylation of DA has been found, the relative position of the two hydroxyl groups on the phenyl moiety being compulsory. A selective and efficient way for alpha-bromination in heterogeneous catalysis of DA derivatives under US irradiation is presented. The N-alkylation reaction of DA under US and MW irradiation proved to be the most convenient setup procedure for these types of reactions. Overall, the use of US proved to be more efficient than MW or TH.

• 出版日期2014-3