23121-13-3Relevant academic research and scientific papers
Preparation of nitrogen-containing π-deficient heteroaromatic Grignard reagents: Oxidative magnesiation of nitrogen-containing π-deficient halogenoheteroaromatics using active magnesium
Sugimoto, Osamu,Yamada, Shigeru,Tanji, Ken-Ichi
, p. 2054 - 2057 (2007/10/03)
The oxidative magnesiation of nitrogen-containing π-deficient halogenoheteroaromatics using active magnesium was accomplished. Both magnesiation followed by addition of a carbonyl compound (Grignard reaction) and magnesiation in the presence of a carbonyl compound (Barbier reaction) were carried out to afford the corresponding product. Especially, the latter method enabled fused halogenodiazines such as 4-chloro-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine or 2-chloroquinoxaline to magnesiate at a mild temperature (-20 to 30 °C).
Application of phosphonium salts to the reactions of various kinds of amides
Sugimoto, Osamu,Mori, Miho,Moriya, Keisuke,Tanji, Ken-Ichi
, p. 1112 - 1118 (2007/10/03)
The phosphonium salts 1 and 2 prepared from triphenylphosphine and N-halogenosuccinimide proved to be applicable to the conversion of amide compounds. Especially, halogenation of electron-deficient heteroaromatic alcohols with these reagents seems to be a convenient method compared to the halogenation with phosphorus oxyhalides.
A facile halogenation of some hydroxyheterocycles using triphenylphosphine and N-halosuccinimide
Sugimoto, Osamu,Mori, Miho,Tanji, Ken-ichi
, p. 7477 - 7478 (2007/10/03)
Some hydroxyheterocycles were halogenated to give the corresponding haloheterocycles using triphenylphosphine and N-halosuccinimide. In comparison with the usual method using phosphorus oxyhalide, the haloheterocycles were easily isolated.
