Department of Pharmacy - Drug Sciences, University of Bari "A. Moro" Via E. Orabona 4, Bari 70125, Italy.
Org Biomol Chem. 2020 Aug 5;18(30):5798-5810. doi: 10.1039/d0ob01251c.
Since their discovery in the late 1960s, 1-azabicyclo[1.1.0]butanes have demonstrated to be interesting precursors of azetidines, because of the peculiar reactivity of the C3-N bond that allows double functionalization in the 1,3 positions. In particular, the recent advances reported by Baran, Lopchuk, Aggarwal, and others witness the synthetic relevance of such strained azabicycles in the synthesis of highly functionalized azetidines. However, the synthesis and reactivity of 1-azabicyclo[1.1.0]butanes remains a poorly explored topic in organic chemistry. This review aims to furnish a comprehensive knowledge on the preparation of 1-azabicyclo[1.1.0]butanes and the transformation into functionalized saturated four-membered azacycles.
自 20 世纪 60 年代末发现以来，1-氮杂双环[1.1.0]丁烷因其 C3-N 键的特殊反应性而被证明是氮杂环丁烷的有趣前体，该反应性允许在 1,3 位进行双重官能化。特别是，最近由 Baran、Lopchuk、Aggarwal 等人报道的进展证明了这种应变氮杂双环在合成高度官能化氮杂环丁烷中的合成相关性。然而，1-氮杂双环[1.1.0]丁烷的合成和反应性在有机化学中仍然是一个研究甚少的课题。本综述旨在提供关于 1-氮杂双环[1.1.0]丁烷的制备以及转化为功能化饱和四元氮杂环的综合知识。
