31301-36-7Relevant articles and documents
Condensed heteroaromatic ring systems. XIX. Synthesis and reactions of 5-(tributylstannyl)isoxazoles
Sakamoto, Takao,Kondo, Yoshinori,Uchiyama, Daishi,Yamanaka, Hiroshi
, p. 5111 - 5118 (2007/10/02)
3-Substituted 5-(tributylstannyl)isoxazoles were newly synthesized by the 1,3-dipolar cyctoadditton of nitrile oxides to tributylethynylstannane. The iodination and the palladium-catalyzed benzoylation of 5-(tributylstannyl)-3-methylisoxazolegave 5-iodo-3-methylisoxazole and 3-methyl-5-isoxazolyl phenyl ketone in satisfactory yields, respectively. The palladium-catalyzed cross-coupling reaction of the stannylisoxazole with 2-bromonitrobenzene followed by the catalytic hydrogenation over Raney nickel resulted in the formation of 2-methyll-4(1H)-quinolinone in 57% overall yield.