5548-30-1Relevant academic research and scientific papers
A simple route to polysubstituted indoles exploiting azide induced furan ring opening
Abaev, Vladimir T.,Plieva, Anastasiya T.,Chalikidi, Petrakis N.,Uchuskin, Maxim G.,Trushkov, Igor V.,Butin, Alexander V.
supporting information, p. 4150 - 4153 (2014/09/30)
A straightforward, efficient indole synthesis based on thermolysis of 2-(2-azidobenzyl)furans with attack of the formed nitrene moiety onto the ipso position of furan ring has been developed. The cyclization is accompanied by furan ring opening and affords indoles with a 2-acylvinyl substituent suitable for further modifications.
A stereocontrolled synthesis of δ-trans-tocotrienoloic acid
Maloney, David J.,Hecht, Sidney M.
, p. 4297 - 4300 (2007/10/03)
(Chemical Equation Presented) A consise stereoselective total synthesis of a naturally occurring polymerase β inhibitor, δ-trans-tocotrienoloic acid (2), is described. The key step in the synthesis is an acid-catalyzed cyclodehydration reaction. Additiona
A convenient route for the synthesis of plumbagin
Mohan, H. Rama,Rao, A. S.
, p. 1044 - 1046 (2007/10/03)
An efficient synthesis of plumbagin 1 has been carried out starting from 2, 6-dimethylbenzoquinone 4. Two of the key steps are: (1) prepared of aldehyde 2 and (ii) aromatization of 3 via conversion to enol acetate 7 followed by DDQ dehydrogenation to afford 8.
Serotonin receptor affinities of psychoactive phenalkylamine analogues
Glennon,Liebowitz,Anderson III
, p. 294 - 299 (2007/10/02)
Employing a rat fundus model, the serotonin (5-HT) receptor affinities of 45 phenalkylamine analogues were determined. Phenethylamine and phenylisopropylamine possess relatively low receptor affinities; in general, mono-, di-, and trimethoxylation enhance affinity. Of the disubstituted compounds, methoxyl groups at the 2 and 5 positions are optimal for imparting a high affinity. 4-Methylation, 4-ethylation and 4-bromination also enhance receptor affinity, while N,N-dimethylation of the terminal amine decreases affinity. α-Methylation of phenethylamines has little effect on affinity when racemates are examined. Introduction of a benzylic keto group can either increase or decrease affinity, depending upon the presence of other aromatic substituents. The most behaviorally active compounds were found to possess the highest 5-HT receptor affinities, while less active compounds were found to possess lower affinities.
