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Paper | Regular issue | Vol 43, No. 6, 1996, pp.1301-1304
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7489
Synthesis and Reactions of 4-Tributylstannyl-3-methylisoxazole

Daishi Uchiyama, Makoto Yabe, Hiroshi Kameyama, Takao Sakamoto,* Yoshinori Kondo, and Hiroshi Yamanaka

*Faculty of Pharmaceutical Sciences, Tohoku University, Aobayama, Aoba-ku, Sendai 980-77, Japan

Abstract

1,3-Dipolar cycloaddition reaction of bis(tributylstannyl)acetylene with nitrile oxides, followed by treatment with aqueous ammonia in ethanol in a sealed tube gave 4-tributylstannyl-3-methylisoxazole. The palladium catalyzed cross coupling reaction of the isoxazole with 2-iodonitrobenzene, followed by reductive cyclization afforded 3-acetylindole.