Iridium-Catalyzed [2+2+2] Cycloaddition of α,ω-Diynes with Cyanamides

Iridium-Catalyzed [2+2+2] Cycloaddition of α,ω-Diynes with Cyanamides
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铱催化 α,ω-二炔与氰酰胺的 [2+2+2] 环加成反应

DOI:
10.1002/adsc.201501081
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发表时间:
2015
影响因子:
5.4
通讯作者:
R. Takeuchi
R. Takeuchi
中科院分区:
化学2区
文献类型:
--
作者:
T. Hashimoto;S. Ishii;R. Yano;H. Miura;K. Sakata;R. Takeuchi

文献摘要

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封底图片由竹内亮和他的同事提供,展示了铱催化的α,ω-二炔与氰胺的[2+2+2]环加成反应。在原子经济合成多取代氨基吡啶方面,Ir催化剂是一种有效的催化剂。在α,ω-二炔具有两个不同的内部炔基的情况下,实现区域选择性环加成。氰胺比氰化物更具活性。在密度泛函理论计算的基础上,在B3LYP水平上分析了氰胺比腈更高的反应活性。详情可以在3901-3916页的全文中找到(T.Hashimoto,S.Ishii,R.Yano,H.Miura,K.Sakata,R.Takeuchi,Adv.Synth)。卡塔。2015年,3573901-3916;DOI:10.1002/ADSC.201500637)。
The back cover picture, provided by Ryo Takeuchi and co-workers, illustrates the iridium-catalyzed [2+ 2+ 2] cycloaddition of α, ω-diynes with cyanamides. The iridium catalyst is efficient for the atom-economical synthesis of multi-substituted aminopyridines. Regioselective cycloaddition is achieved in case of α, ω-diynes possessing two different internal alkyne moieties. Cyanamides are more reactive than nitriles. This higher reactivity of cyanamide than nitrile was analyzed based on density functional theory calculations at the B3LYP level. Details can be found in the full paper on pages 3901–3916 (T. Hashimoto, S. Ishii, R. Yano, H. Miura, K. Sakata, R. Takeuchi, Adv. Synth. Catal. 2015, 357, 3901–3916; DOI: 10.1002/adsc. 201500637).