The Journal of Organic Chemistry

Formation of 1, 3-diynes, 1, 3-dienes, and biphenyls via the copper (II) nitrate mediated coupling of organotin compounds

S Ghosal, GP Luke, KS Kyler

文献索引：Ghosal, Saswati; Luke, George P.; Kyler, Keith S. Journal of Organic Chemistry, 1987 , vol. 52, # 19 p. 4296 - 4298

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被引用次数: 82

摘要

A method for the preparation of symmetrically substituted 1, 3-diynes, 1, 3-dienes, and biphenyls based on the copper (I1) nitrate mediated coupling of organotin compounds 1 (R= alkynyl, alkenyl, aryl) is described. The addition of alkynylstannane la, lb, or IC (a, R= THPOCH, C= C; b, R= n-C4H9C= C: c, R= C, &C= C) to 1 equiv of CU (NO,)~.~ H~ O in THF at 23" C afforded 1, d-diynes 2a-c in 85%, 60%, and 50% yield, respectively.