22758-34-5Relevant articles and documents
Two robust, efficient syntheses of [phenyl ring-U-14C]indole through use of [phenyl ring-U- 14C]aniline
Wager, Carrie A. B.,Miller, Sandra A.
, p. 615 - 622 (2006)
Two robust, efficient syntheses of [phenyl ring-U-14C]indole are presented. In the first synthesis, we developed optimum reaction conditions for the Houben-Hoesch alkylation of chloro acetonitrile with aniline. This was found through the screen
Iodine-catalyzed oxidative rearrangement of amines to a-amino acetals and a-amino aldehydes
Zhou, Min-Jie,Zhu, Shou-Fei,Zhou, Qi-Lin
supporting information, p. 1289 - 1294 (2019/10/28)
A protocol for iodine-catalyzed oxidative rearrangement of tertiary and secondary amines has been developed. This metal-free protocol provides an atom-economical, efficient access to synthetically useful a-amino acid derivatives from readily available acyclic and cyclic tertiary or secondary amines.
SYNTHESIS OF INDOLES FROM N-(TRIFLUOROACETYL)-2-ANILINO ACETALS
Nordlander, J. Eric,Catalane, David B.,Kotian, Kirtivan D.,Stevens, Randall M.,Haky, Jerome E.
, p. 778 - 782 (2007/10/02)
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.
