Journal of Organic Chemistry p. 778 - 782 (1981)
Update date:2022-08-04
Topics:
Nordlander, J. Eric
Catalane, David B.
Kotian, Kirtivan D.
Stevens, Randall M.
Haky, Jerome E.
N-(trifluoroacetyl)indoles (3) are produced in high yield from appropriately ring-substituted N-(trifluoroacetyl)-2-anilino acetals (2) in boiling trifluoroacetic acid containing excess trifluoroacetic anhydride.Mild saponification provides the free indoles nearly quantitatively.The scope of the reaction is discussed.The ring closure follows solvolytic substitution of a trifluoroacetoxy group for one of the ethoxy groups in 2.The method has been extended to cyclization of N-(trifluoroacetyl)-α-anilinoacetone in hot polyphosphoric acid followed by saponification to yield 3-methylindole.
View Morewebsite:http://www.lonwinchem.com
Contact:Tel: 86-21-59858395
Address:No#966,Huaxu Road,Shanghai 201702,P.R.China
Jiangsu Jiuri Chemical Co.,Ltd.
Contact:+86-519-82118868
Address:Tianwang Town, Jurong City, Jiangsu Province, China
Qingzhou Baibang import and export co.,Ltd
Contact:+86-536-3265899
Address:No.338, Tuoshan Road
Springchem New Material Technology Co.,Limited
website:http://www.spring-chem.com
Contact:86-21-62885108
Address:602B, Building 1, No. 641, Tianshan Road
Contact:+86-512-69561895
Address:No.111, Building A4, 218 Xinghu Street, Suzhou Industrial Park, P. R. China
Doi:10.1016/S0040-4039(00)84148-9
(1986)Doi:10.1002/anie.200500174
(2005)Doi:10.1021/jm010206q
(2001)Doi:10.1021/ja01875a017
(1939)Doi:10.1016/j.tet.2005.05.006
(2005)Doi:10.1039/P19820002783
(1982)
