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Divergent, generalized synthesis of unsymmetrically substituted 2, 5-piperazinediones

…, RW Armstrong, LK Maruyama, JS Dung…

文献索引:Williams, Robert M.; Armstrong, Robert W.; Maruyama, Lynn K.; Dung, Jen-Sen; Anderson, Oren P. Journal of the American Chemical Society, 1985 , vol. 107, # 11 p. 3246 - 3253

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被引用次数: 34

摘要

Abstract: N, N'-Disubstituted 2, 5-piperazinediones (12) can be 3, 6-dibrominated followed by displacement with sodium 2-mercaptopyridine to furnish syn-l, 4disubstituted 3, 6-bis (2'- thiopyridyl)-2, 5-piperazinediones (8) in high yield. Precomplexation of these sulfides with silver (1) triflate followed by addition of trimethylsilyl enol ethers leads to chemoselective CC bond formation, furnishing the homologated piperazinediones 10. The remaining sulfide ...