Synthesis 2011(20): 3209-3219  
DOI: 10.1055/s-0030-1260212
REVIEW
© Georg Thieme Verlag Stuttgart ˙ New York

Transition-Metal-Catalyzed C-H Functionalization for the Synthesis of Substituted Pyridines

Yoshiaki Nakao*
Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan
Fax: +81(75)3832443; e-Mail: yoshiakinakao@npc05.mbox.media.kyoto-u.ac.jp;
Further Information

Publication History

Received 12 July 2011
Publication Date:
07 September 2011 (online)

Abstract

The direct functionalization of pyridine and related azine derivatives through carbon-carbon bond-forming reactions is reviewed. Various transformations that use a variety of transition-metal catalysts are covered, including alkylation, alkenylation, arylation, and acylation. In addition to the conventionally observed C2-selectivity for these transformations, recent developments involve selective introduction of newly formed carbon-carbon bonds to the C3- and C4-positions of pyridine and azine nuclei. The reaction scope and a proposed mechanism for each transformation are briefly summarized.

1 Introduction

2 C2-Selective Functionalization

3 C3-Selective Functionalization

4 C4-Selective Functionalization

5 Conclusions