162272-83-5Relevant academic research and scientific papers
Site-Selective Carbonylative Synthesis of Structurally Diverse Lactams from Heterocyclic Amines with TFBen as the CO Source
Ying, Jun,Gao, Qian,Wu, Xiao-Feng
, p. 14297 - 14305 (2019/11/03)
A palladium-catalyzed site-selective C-H carbonylation of heterocyclic amines for the synthesis of lactam motifs has been developed. The reaction of 3-thiophene methylamines, 2-thiophene methylamines, and tryptamines with benzene-1,3,5-triyl triformate (TFBen) as the CO source provides a series of structurally diverse lactams in moderate to high yields with excellent regioselectivities.
Indoles, XII: β-Carbolines from lactones - Synthesis of ligands of the norharmane receptor
Lehmann,Heineke
, p. 715 - 720 (2007/10/02)
Starting from α-ethoxalyl-δ-valerolactone (1) 6-substituted β-carbolines were synthesized in 5 steps to enable investigations at the norharmane binding sites in rat liver and in pig brain. The Pd-catalyzed aromatization of N-benzyl-tetrahydro-β-carbolines with debenzylation was optimized with 5a → 6a and then used for the preparation of other derivatives. Additional hydrogenolyses occur with 5d,h. Bromination of 1a gives 6d which can be transferred to the radioligand 3H-norharmane.
