Organic Chemistry Portal



Thermal cyclization of N-trifluoracetyl enehydrazines under mild conditions: A novel entry into the Fischer indole synthesis

Okiko Miyata, Yasuo Kimura, Kanami Muroya, Hajime Hiramatsu and Takeaki Naito*

*Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe 658-8558, Japan, Email:

O. Miyata, Y. Kimura, K. Muroya, H. Hiramatsu, T. Naito, Tetrahedron Lett., 1999, 40, 3601-3604.

DOI: 10.1016/S0040-4039(99)00583-3


An efficient thermal cyclization of N-trifluoroacetyl enehydrazines for the synthesis of indoles is described. Neither an elevated temperature (180-250C) nor an acid catalyst is needed.

see article for more examples

Efficient Synthesis of Benzofurans Utilizing [3,3]-Sigmatropic Rearrangement Triggered by N-Trifluoroacetylation of Oxime Ethers: Short Synthesis of Natural 2-Arylbenzofurans

N. Takeda, O. Miyata, T. Naito, Eur. J. Org. Chem., 2007, 1491-1509.

Key Words

Fischer Indole Synthesis, Indoles

ID: J72-Y1999-170