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.

中文翻译：

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借氢合成1,4-二氮杂环

我们报告了通过二醇-二胺偶联合成 1,4-二氮杂环，这种偶联是通过（吡啶基）膦连接的钌 (II) 催化剂 ( 1 ) 独特实现的。这些反应可以利用两个连续的N-烷基化或中间互变异构化途径来产生哌嗪和二氮杂环庚烷；二氮杂环己烷通常无法通过催化途径获得。我们的条件容忍与关键药物平台相关的不同胺和醇。我们展示了药物 cyclizine 和 homochlorcyclizine 的合成，产率分别为 91% 和 67%。