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通过顺序多组分组装和环化反应简便合成取代的、构象受限的苯并恶唑嗪和苯并氮杂环辛烷。

Facile Syntheses of Substituted, Conformationally-Constrained Benzoxazocines and Benzazocines via Sequential Multicomponent Assembly and Cyclization.

作者信息

Sahn James J, Martin Stephen F

机构信息

Department of Chemistry and Biochemistry and Texas Institute for Drug and Diagnostic Development, The University of Texas, Austin, TX, 78712, USA.

出版信息

Tetrahedron Lett. 2011 Dec 21;52(51):6855-6858. doi: 10.1016/j.tetlet.2011.10.022.

Abstract

A multicomponent assembly process (MCAP) was utilized to prepare versatile intermediates that are suitably functionalized for subsequent cyclizations via Ullmann and Heck reactions to efficiently construct substituted 2,6-methanobenzo[b][1,5]oxazocines and 1,6-methanobenzo[c]azocines, respectively. The intramolecular Ullmann cyclization was conducted in tandem with an intermolecular arylation that enabled the rapid syntheses of a number of O-functionalized methanobenzoxazocines.

摘要

采用多组分组装工艺(MCAP)制备通用中间体,这些中间体经过适当功能化,可通过乌尔曼反应和赫克反应进行后续环化,分别有效构建取代的2,6-亚甲基苯并[b][1,5]恶唑并辛和1,6-亚甲基苯并[c]氮杂环辛。分子内乌尔曼环化与分子间芳基化串联进行,能够快速合成多种O-功能化的亚甲基苯并恶唑并辛。

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