Condensed heteroaromatic ring systems. XIX. Synthesis and reactions of 5-(tributylstannyl) isoxazoles

T Sakamoto, Y Kondo, D Uchiyama, H Yamanaka

Index: Sakamoto, Takao; Kondo, Yoshinori; Uchiyama, Daishi; Yamanaka, Hiroshi Tetrahedron, 1991 , vol. 47, # 28 p. 5111 - 5118

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Citation Number: 51

Abstract

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- ...