钯催化有氧氧化异氰化物插入合成多样的优势杂环。
Sustainable synthesis of diverse privileged heterocycles by palladium-catalyzed aerobic oxidative isocyanide insertion.
机构信息
Department of Chemistry & Pharmaceutical Sciences, VU University Amsterdam, The Netherlands.
出版信息
Angew Chem Int Ed Engl. 2012 Dec 21;51(52):13058-61. doi: 10.1002/anie.201207410. Epub 2012 Nov 14.
PMID:23161862
Abstract
O(2) in, H(2)O out: Various diamines and related bisnucleophiles readily undergo oxidative isocyanide insertion with Pd(OAc)(2) (1 mol %) as the catalyst and O(2) as the terminal oxidant to give a diverse array of medicinally relevant N heterocycles. The utility of this highly sustainable method is demonstrated by a formal synthesis of the antihistamines astemizole and norastemizole.
摘要
O(2) 进，H(2)O 出：各种二胺和相关的双亲核试剂在 Pd(OAc)(2)（1 mol %）作为催化剂和 O(2) 作为末端氧化剂的条件下，很容易发生氧化异氰化物插入反应，生成多种具有医学相关性的 N 杂环。该高度可持续方法的实用性通过抗组胺药阿司咪唑和诺阿司咪唑的正式合成得到了证明。
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