Vilsmeier cyclization of alpha-acetyl-alpha-aroyl ketene-N,S-acetals: direct and efficient synthesis of halogenated pyridin-2(1H)-ones

作者：Yu, Haifeng^*; Zhang, Yongmei; Li, Tiechun; Liao, Peiqiu; Diao, Quanping; Xin, Guang; Meng, Qingling; Hou, Dongyan

来源：RSC Advances, 2015, 5(15): 11293-11296.

DOI：10.1039/c4ra14626c

• OXO-KETENE DITHIOACETALS
• DERIVATIVES
• 2-PYRIDONE
• ODORLESS
• S,N-ACETALS
• ANNULATION
• S,S-ACETAL
• ALKALOIDS
• REAGENTS
• STRATEGY

An efficient synthetic route to 3-aroyl-5-formyl-4-halo pyridin-2( 1H)-ones has been developed via Vilsmeier cyclization of 2-(ethylthio(arylamino) methylene)-1-alkylbutane-1,3-dione. The synthetic protocol has demonstrated the first example of Vilsmeier cyclization of alpha-acetyl-alpha-aroylketene-N,S-acetals, providing a novel route to 4-bromo/chloro pyridin-2(1H)-ones.

• 出版日期2015
• 单位东北师范大学; 鞍山师范学院