A sequential dearomatization/rearrangement reaction between quinazoline-derived azomethine imines and crotonate sulfonium salts has been developed to provide a series of three-dimensional cage-like molecules. The reaction involves two dearomatizations, two cyclizations, and two C–C bond and three C–N bond formations in one step. The new transformation has a broad substrate scope, does not require any added reagents, and proceeds under room temperature in a short time. A mechanistic rationale for the sequential dearomatization/rearrangement is also presented. Furthermore, the synthetic compounds are evaluated for their glucose control effect. Compounds 3aa and 3aj were found to be hyperglycemic, which might be lead compounds for treating hypoglycemia.

中文翻译：

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喹唑啉衍生的甲亚胺亚胺的连续脱芳构化/重排用于合成富氮三维笼状分子

喹唑啉衍生的偶氮甲碱亚胺和巴豆酸锍盐之间的连续脱芳构化/重排反应已被开发出来，以提供一系列三维笼状分子。该反应一步涉及两次脱芳构化、两次环化、两个C-C键和三个C-N键形成。新的转化底物范围广泛，不需要添加任何试剂，并且在室温下短时间内进行。还提出了顺序脱芳构化/重排的机械原理。此外，还评估了合成化合物的葡萄糖控制效果。化合物3aa和3aj被发现具有高血糖作用，可能是治疗低血糖的先导化合物。