Domino allylation and cyclization of ortho-alkynylbenzaldehydes with allyltrimethylsilane catalyzed by Pd(II)-Cu(II) bimetallic systems

Domino allylation and cyclization of ortho-alkynylbenzaldehydes with allyltrimethylsilane catalyzed by Pd(II)-Cu(II) bimetallic systems
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DOI:
10.1016/j.tet.2005.09.012
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发表时间:
2005-11-28
期刊:
影响因子:
2.1
通讯作者:
Yamamoto, Y
Yamamoto, Y
中科院分区:
化学3区
文献类型:
--
作者:
Asao, N;Chan, CS;Yamamoto, Y

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邻炔基苯甲醛1与烯丙基三甲基硅烷在Pd(OAc)(2)-CuCl_2催化体系下反应,得到异色烯衍生物2和氯化产物3。当反应在半当量的H2O存在下进行时,3的形成受到抑制,并且以良好至高产率获得2。用三甲基氰硅烷代替烯丙基硅烷与异色烯9反应,得到氰基取代的异色烯9,产率94%。(c)2005爱思唯尔有限公司保留所有权利。
The reaction of ortho-alkynylated benzaldehydes 1 with allyltrimethylsilane under the Pd(OAc)(2)-CuCl2 catalyst system gave the isochromene derivatives 2 together with the chlorinated products 3. When the reaction was conducted in the presence of half equiv of H2O, the formation of 3 was suppressed and 2 was obtained in good to high yields. When the reaction of la was carried out with trimethylsilylcyanide instead of allylsilane, the cyano group-substituted isochromene 9 was obtained in 94% yield. (c) 2005 Elsevier Ltd. All rights reserved.