145324-75-0Relevant academic research and scientific papers
Novel 1-hydroxyazole bioisosteres of glutamic acid. Synthesis, protolytic properties, and pharmacology
Stensb?l,Uhlmann,Morel,Eriksen,Felding,Kromann,Hermit,Greenwood,Braüner-Osborne,Madsen,Junager,Krogsgaard-Larsen,Begtrup,Veds?
, p. 19 - 31 (2007/10/03)
A number of 1-hydroxyazole derivatives were synthesized as bioisosteres of (S)-glutamic acid (Glu) and as analogues of the AMPA receptor agonist (R,S)-2-amino-3-(3-hydroxy-5-methyl-4-isoxazolyl)propionic acid (AMPA, 3b). All compounds were subjected to in
A Facile Synthesis of 1-Hydroxypyrazole by Oxidation of Pyrazole
Reuther, Wolfgang,Baus, Ulf
, p. 1563 - 1566 (2007/10/02)
The oxidation of sodium pyrazolate with dibenzoyl peroxide is the first direct route to 1-hydroxypyrazole (2a).The reaction may be also applied to substituted pyrazoles. - Keyword: 1-Hydroxypyrazoles
Activation of Exocyclic α-Positions of Azole N-Oxides by O-Silylation
Begtrup, Mikael,Vedso, Per
, p. 2555 - 2564 (2007/10/02)
Exocyclic α-positions at immonium ring carbon atoms of pyrazole and 1,2,3-triazole 1-oxides are selectively attacked in a one-pot sequence comprising silylation with iodotrimethylsilane, deprotonation with 1,2,2,6,6-pentamethylpiperidine and allylic substitution of the trimethylsilyloxy group with the iodide ions liberated by the silylation.In this way 3- and 5-iodomethylpyrazoles as well as 4-iodomethyl-1,2,3-triazoles are obtained in good yields.These may be useful for the preparation of heteroarylmethyl derivatives since the iodine atom can be displaced by even weak nucleophiles such as acetate ions.The side chain iodination is complementary to O-alkylation of the N-oxides followed by nucleophilic attack which preferentially takes place at ring carbon atoms.
