Synthesis of 1,2-dihydroisoquinolines via the reaction of ortho-alkynylarylimines with bis-π-allylpalladium

Synthesis of 1,2-dihydroisoquinolines via the reaction of ortho-alkynylarylimines with bis-π-allylpalladium
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DOI:
10.1016/j.tetlet.2004.08.008
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发表时间:
2004-09-20
影响因子:
1.8
通讯作者:
Yamamoto, Y
Yamamoto, Y
中科院分区:
化学4区
文献类型:
--
作者:
Ohtaka, M;Nakamura, H;Yamamoto, Y

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邻炔芳基亚胺1与烯丙基三丁基锡烷和烯丙基氯在烯丙基氯化钯二聚体(5mol%)和Cu(OAC)(2)(20mol%)存在下于乙腈中于50 ℃反应,以良好的产率得到1,4-二烯丙基-1,2-二氢异喹啉2。最有可能的是,反应通过亚胺-炔官能团与双-π-烯丙基钯的串联双烯丙基化进行。(C)2004爱思唯尔有限公司保留所有权利。
The reaction of the ortho-alkynylarylimines 1 with allyltributylstannane and allyl chloride in the presence of allyipalladium chloride dimer (5 mol %) and Cu(OAC)(2) (20 mol %) in CH3CN at 50 degreesC gave the 1,4-diallyl-1,2-dihydroisoquinolines 2 in good yields. Most probably, the reaction proceeds through tandem bis-allylation of the imine-alkyne functional groups with bis-pi-allylpalladium. (C) 2004 Elsevier Ltd. All rights reserved.