Abstract

Naphthalene is certainly not a common arene. In contrast to benzene, the bicyclic feature of naphthalene offers multiple differentiable positions and thus a broad diversity of substitution patterns. Naphthalene is a central building block for the construction of elaborated polycyclic architectures with applications in broad domains such as life and materials sciences. As a result, C–H functionalization strategies specially designed for naphthalene substrates have become essential to install valuable substituents on one or both rings towards polysubstituted naphthalenes. This short review provides a focus on uncommon substitution patterns; however, classical ortho C–H activation is not covered.

1 Introduction

2 C–H Functionalization Using a Directing Group Located at Position 1

2.1 Functionalization on the Ring Bearing the DG: 1,3-Substitution Pattern

2.2 Functionalization on the Ring Bearing the DG: 1,4-Substitution Pattern

2.3 Functionalization on the Neighboring Ring: 1,6-, 1,7- and 1,8-Substitution Patterns

3 C–H Functionalization Using a Directing Group Located at Position 2

3.1 Functionalization on the Ring Bearing the DG: 2,4- and 2,1-Substitution Patterns

3.2 Miscellaneous Substitution Patterns

4 Bis C–H Functionalization

4.1 Symmetrical Bisfunctionalization: 1,2,8-Substitution Pattern

4.2 Symmetrical Bisfunctionalization: 2,3,1-Substitution Pattern

4.2 Unsymmetrical Bisfunctionalization: 2,3,1-Substitution Pattern

4.3 Symmetrical Bisfunctionalization: 2,4,8-Substitution Pattern

5 Conclusion and Outlook

中文翻译：

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萘系列的C–H功能化策略：选址和功能多样性

摘要

萘当然不是常见的芳烃。与苯相比，萘的双环特征提供了多个可区分的位置，因此具有广泛的取代方式。萘是构建精细的多环结构的重要基石，其应用范围广泛，例如生命科学和材料科学。结果，专门为萘底物设计的C–H官能化策略对于在一个或两个环上向多取代萘安装有价值的取代基变得至关重要。这篇简短的评论重点介绍了不常见的替代模式；但是，经典的邻位C–H激活不包括在内。

1引言

2使用位置1的引导基团进行C–H功能化

2.1带有DG的环上的功能化：1,3-取代模式

2.2带有DG的环上的功能化：1,4-取代模式

2.3相邻环上的功能化：1,6-，1,7-和1,8取代模式

使用位于位置2的指挥组进行3 C–H功能化

3.1带有DG的环上的功能化：2,4-和2,1-取代形式

3.2其他替代模式

4 Bis C–H功能化

4.1对称双功能化：1、2、8取代模式

4.2对称双功能化：2,3,1-取代模式

4.2不对称双功能化：2,3,1-取代模式

4.3对称双功能化：2,4,8替代模式

5结论与展望