114306-16-0Relevant academic research and scientific papers
Electrophilic cyanations. I. Synthesis of thiocyanato-heteroarenes and tosylheteroarenes from mercapto-heteroarenes using p-toluenesulfonyl cyanide
Miyashita, Akira,Nagasaki, Izuru,Kawano, Akiko,Suzuki, Yumiko,Iwamoto, Ken-Ichi,Higashino, Takeo
, p. 745 - 755 (2007/10/03)
Mercaptoheteroarenes (1) underwent electrophilic cyanation with p-toluenesulfonyl cyanide (TsCN) in THF in the presence of NaH to give the corresponding thiocyanatoheteroarenes (2) in moderate to good yields. In DMF, tosylheteroarenes (4) were formed by substitution with p-toluenesulfinate ion through thiocyanatoheteroarenes (2).
Synthesis of fused pyrimidinones by reaction of aminoarene-carboxamide with esters; Preparation of pyrrolo[2,3-d]-, thieno[2,3-d]-, isoxazolo[5,4-d]- and 1,2,3-triazolo[4,5-d]pyrimidinones, and quinazolones
Miyashita, Akira,Fujimoto, Katsuhiro,Okada, Tomomi,Higashino, Takeo
, p. 691 - 699 (2007/10/03)
Several fused pyrimidinones were synthesized by reaction of aminoarenecarboxamide with esters in moderate to good yields. In the presence of sodium ethoxide, treatments of 2-amino-l-phenyl-3-pyrrolecarboxamide(4, 5, and 6), 2-amino-3-thiophenecarboxamide (14), 3-amino-4-isoxazolecarboxamide (10 and 11), 4-amino-1,2,3-triazole-5-carboxamide (16), and o-aminobenzamide (18) with esters (3) such as ethyl formate (3a) and ethyl acetate (3b) led to the corresponding pyrrolo[2,3-d]- (7, 8, and 9), and thieno[2,3-d]pyrimidin-4(3H)-ones (15), isoxazolo[5,4-d]pyrimidin-4(5H)-ones (12 and 13), 1,2,3-triazolo[4,5-d]pyrimidin-7(6H)-ones (17), and 4(3H)-quinazolones (19), respectively.
