56215-03-3Relevant academic research and scientific papers
Expedient synthesis of α-(2-azaheteroaryl) acetates via the addition of silyl ketene acetals to azine- N -oxides
Londregan, Allyn T.,Burford, Kristen,Conn, Edward L.,Hesp, Kevin D.
supporting information, p. 3336 - 3339 (2014/07/08)
A new and expedient synthesis of α-(2-azaheteroaryl) acetates is presented. The reaction proceeds rapidly under mild conditions via the addition of silyl ketene acetals to azine-N-oxides in the presence of the phosphonium salt PyBroP. This procedure affords diverse α-(2-azaheteroaryl) acetates which are highly desirable components/building blocks in molecules of pharmaceutical interest but are traditionally challenging to synthesize via contemporary methods. The reaction optimization and mechanism as well as a novel electronically enhanced PyBroP derivative are described.
REGIOSELECTIVE SYNTHESIS OF 4-(2-OXOALKYL)PYRIDINES VIA 1,4-DIHYDROPYRIDINE DERIVATIVES USING SILYL ENOL ETHERS AND PYRIDINIUM SALTS
Akiba, Kin-ya,Nishihara, Yoshihiro,Wada, Makoto
, p. 5269 - 5272 (2007/10/02)
Trimethylsilyl enol ethers (1) reacted with 1-ethoxycarbonylpyridinium chloride (3) at 4-position with high regioselectivity to afford 1-ethoxycarbonyl-4-(2-oxoalkyl)-1,4-dihydropyridines (4) in 42-87percent yields.When 2,2,2-trichloroethyl chloroformate
