Recent Advances in the Synthesis of Bicyclo[3.1.1]heptanes

Abstract

In the past three years, bicyclo[3.1.1]heptanes and their structural analogues have emerged as useful bioisosteres of meta-substituted (hetero)arenes. To meet the increasing demand for bicyclo[3.1.1]heptanes, chemists have developed a plethora of novel methods for their synthesis. In this short review, we assess the research progress on their synthesis and functionalization, considering both the scope and mechanistic aspects. In addition, we discuss the posed challenges and the outlook for the identification of new reaction manifolds to access novel functionalized bicyclo[3.1.1]heptanes.

1 Introduction

2 Synthesis of Bicyclo[3.1.1]heptanes (BCHeps)

3 Synthesis of 3-Azabicyclo[3.1.1]heptanes (3-Aza-BCHeps)

4 Conclusion and Outlook

Key words

bicyclo[3.1.1]heptanes - 3-azabicyclo[3.1.1]heptanes - bioisosteres - [3.1.1]propellane - bicyclobutanes - cycloaddition

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