化学
磷化氢
互变异构体
产量(工程)
催化作用
组合化学
钌
二胺
有机化学
冶金
材料科学
作者
Anju Nalikezhathu,Adriane Tam,Valeriy Cherepakhin,Van K. Do,Travis J. Williams
出处
期刊:Organic Letters
[American Chemical Society]
日期:2023-03-03
卷期号:25 (10): 1754-1759
被引量:3
标识
DOI:10.1021/acs.orglett.3c00468
摘要
We report the syntheses of 1,4-diazacycles by diol–diamine coupling, uniquely made possible with a (pyridyl)phosphine-ligated ruthenium(II) catalyst (1). The reactions can exploit either two sequential N-alkylations or an intermediate tautomerization pathway to yield piperazines and diazepanes; diazepanes are generally inaccessible by catalytic routes. Our conditions tolerate different amines and alcohols that are relevant to key medicinal platforms. We show the syntheses of the drugs cyclizine and homochlorcyclizine in 91% and 67% yields, respectively.
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