129667-07-8Relevant academic research and scientific papers
Acylation of N-p-toluenesulfonylpyrrole under Friedel-Crafts conditions: evidence for organoaluminum intermediates
Huffman, John W.,Smith, Valerie J.,Padgett, Lea W.
, p. 2104 - 2112 (2008/09/18)
The Friedel-Crafts acylation of N-p-toluenesulfonylpyrrole under Friedel-Crafts conditions has been reinvestigated. Evidence is presented in support of the hypothesis that when AlCl3 is used as the Lewis acid, acylation proceeds via reaction of
1-Alkyl-3-(l-naphthoyl)pyrroles: A New Class of Cannabinoid
Lainton, Julia A. H.,Huffman, John W.,Martin, Billy R.,Compton, David R.
, p. 1401 - 1404 (2007/10/02)
The design and synthesis of a series of 1-alkyl-3-(1-naphthoyl)pyrroles is described. Molecular modeling studies were employed to aid in the design of these compounds. During the course of the synthesis the Friedel-Crafts reactions of N-aryl sulfonyl pyrroles were reinvestigated. The title compounds (4) were subjected to pharmacological evaluation and the data obtained have enabled these pyrroles to be classified as cannabinoids.
PREPARATION OF ALKYL-SUBSTITUTED INDOLES IN THE BENZENE PORTION. Part 3
Muratake, Hideaki,Natsume, Mitsutaka
, p. 683 - 690 (2007/10/02)
Three-step synthesis of 7- and 4-alkyl-1-tosylindoles (9 and 10) was accomplished by combination of the Friedel-Crafts acylation of 4, and the treatment of 7 and 8 with H2SO4 in 2-propanol as illustrated in Chart 2.Further a novel synthetic method of 16 was devised from 14 by way of 15.
