5019-07-8Relevant academic research and scientific papers
Aza-annulation as a versatile approach to the synthesis of non-benzodiazepene compounds for the treatment of sleep disorders
Benovsky, Petr,Stille, John R.
, p. 8475 - 8478 (2007/10/03)
The aza-annulation of enamino ester substrates has been demonstrated as an efficient alternative to the syntheses of non-benzodiazepine sleep inducers. Enamino ester substrates derived from aryl, thiophene, and indole functionally were prepared from the c
Nitrones. 6. Reactions of Nitrones with Cyclic Phosphonates. Influence of the Phosphonate Ring Size upon the Course of the Reaction
Zbaida, Shmuel,Breuer, Eli
, p. 1073 - 1077 (2007/10/02)
Nitrones, 5,5-dimethyl-Δ1-pyrroline N-oxide (5), and 3,4-dihydroisoquinoline N-oxide (6) were reacted with the five-membered cyclic phosphonates 2--2-oxo-4,5-dimethyl-1,3,2-dioxaphospholane (1) and 2-(cyanomethyl)-2-oxo-4,5-dimethyl-1,3,2-dioxaphospholane (2) and with the six-membered cyclic phosphonates 2--2-oxo-5,5-dimethyl-1,3,2-dioxaphosphorinane (3) and 2-(cyanomethyl)-2-oxo-5,5-dimethyl-1,3,2-dioxaphosphorinane (4).The reactions of the five-membered phosphonates gave aziridines as products, except that of 6 and 2.The reactions of the six-membered phosphonates gave exclusively or predominantly enamines.The reactions of C-phenyl-N-methylnitrone (7) with 2 gave only trans-1-methyl-2-cyano-3-phenylaziridine (22).Cyclic phosphates 2-hydroxy-2-oxo-4,5-dimethyl-1,3,2-dioxaphospholane (20) and 2-hydroxy-2-oxo-5,5-dimethyl-1,3,2-dioxaphosphorinane (21) were isolated as byproducts from the reactions of the corresponding phosphonates.
