874655-49-9Relevant academic research and scientific papers
Synthesis of 2-acyltetrahydro-β-carbolines by an intramolecular α- amidoalkylation reaction
Venkov, Atanas P.,Boyadjieva, Atanaska K.
, p. 487 - 494 (1999)
2-Acyltetrahydro-β-carbolines 7 have been obtained by cyclization of adducts 5 from imines 3 of tryptamine 1 and aldehydes 2 with acyl chlorides 4 as a result of an intramolecular α-amidoalkylation reaction in the presence of bases as N,N-dimethylaniline or Et3N.
Synthesis of tetrahydro-β-carbolines via isomerization of N-allyltryptamines: A metal-catalyzed variation on the Pictet-Spengler theme
Ascic, Erhad,Hansen, Casper L.,Le Quement, Sebastian T.,Nielsen, Thomas E.
supporting information; experimental part, p. 3345 - 3347 (2012/05/04)
An efficient and broadly applicable alternative to the classical Pictet-Spengler synthesis of tetrahydro-β-carbolines is presented. The method relies on metal-catalyzed isomerization of allylic amines to form reactive iminium intermediates which can be trapped by a tethered indole nucleophile. The Royal Society of Chemistry 2012.
