Stereoselective synthesis of new selenium-containing heterocycles by cyclocarbonylation of aminoalkynes with carbon monoxide and selenium.
The reaction of 3-aminoalkynes 2 with carbon monoxide and selenium yielded 5-alkylideneselenazolin-2-ones 3 stereoselectively via cycloaddition of in situ generated carbamoselenoates to the carbon-carbon triple bond. 4-Aminoalkyne 7 also afforded the corresponding six-membered selenium-containing heterocycle with the aid of CuI.
Department of Chemistry, Osaka Dental University, Hirakata, Osaka 573-1121, Japan. fujiwara@cc.osaka-dent.ac.jp
Shin-Ichi
S
Fujiwara
Yasukazu
Y
Shikano
Tsutomu
T
Shin-Ike
Nobuaki
N
Kambe
Noboru
N
Sonoda