alpha-Trifluoromethyl-beta-aryl enamines in the synthesis of trifluoromethylated heterocycles by the Fischer and the Pictet-Spengler reactions

作者：Muzalevskiy Vasiliy M; Nenajdenko Valentine G^*; Shastin Aleksey V; Balenkova Elizabeth S; Haufe Guenter

来源：Tetrahedron, 2009, 65(36): 7553-7561.

DOI：10.1016/j.tet.2009.06.120

• alpha-Trifluoromethyl-beta-aryl enamines
• Fischer indole synthesis
• Pictet-Spengler reaction
• Indoles
• Tetrahydropyridines
• Carbolines

alpha-Trifluoromethyl-beta-aryl enamines were successfully used as synthetic equivalents of benzyltri-fluoromethyl ketones in both the Fischer indole synthesis and the Pictet-Spengler reaction. Accordingly, 2-trifluoromethyl indoles and a variety of trifluoromethylated 4,5,6,7-terahydro-1H-pyridines including carbolines were synthesized in moderate to good yields.

• 出版日期2009-9-5