Transition metal-catalyzed sp3 C–H activation and intramolecular C–N coupling to construct nitrogen heterocyclic scaffolds

2019 ◽  
Vol 55 (87) ◽  
pp. 13048-13065 ◽  
Author(s):  
Ming Zhang ◽  
Qiuhong Wang ◽  
Yiyuan Peng ◽  
Zhiyuan Chen ◽  
Changfeng Wan ◽  
...  

Nitrogen heterocycles are of great medicinal importance, and the construction of nitrogen heterocyclic scaffolds has been one of the focuses in synthetic organic chemistry.

Author(s):  
Long Yang ◽  
Wuxin Zhou ◽  
Qiang Li ◽  
Xiangge Zhou

Carbon−carbon bond activation is one of the most challenging and important research areas in organic chemistry. Selective C−C bond activation of unstrained substrates is difficult to achieve owing to its...


2016 ◽  
Vol 12 ◽  
pp. 702-715 ◽  
Author(s):  
Zhishi Ye ◽  
Kristen E Gettys ◽  
Mingji Dai

Piperazine ranks within the top three most utilized N-heterocyclic moieties in FDA-approved small-molecule pharmaceuticals. Herein we summarize the current synthetic methods available to perform C–H functionalization on piperazines in order to lend structural diversity to this privileged drug scaffold. Multiple approaches such as those involving α-lithiation trapping, transition-metal-catalyzed α-C–H functionalizations, and photoredox catalysis are discussed. We also highlight the difficulties experienced when successful methods for α-C–H functionalization of acyclic amines and saturated mono-nitrogen heterocyclic compounds (such as piperidines and pyrrolidines) were applied to piperazine substrates.


ACS Omega ◽  
2020 ◽  
Vol 5 (4) ◽  
pp. 2005-2014
Author(s):  
Donald R. Deardorff ◽  
Scott W. Niman ◽  
Mark I. Paulsen ◽  
Anasheh Sookezian ◽  
Meghan E. Whalen ◽  
...  

2020 ◽  
Vol 7 (19) ◽  
pp. 3067-3099
Author(s):  
Biao Nie ◽  
Wanqing Wu ◽  
Yingjun Zhang ◽  
Huanfeng Jiang ◽  
Ji Zhang

An update on recent advances in the synthesis of bridgehead nitrogen fused heterocycles via transition metal-catalyzed C–H activation and functionalization is reported.


2020 ◽  
Vol 7 (8) ◽  
pp. 1022-1060 ◽  
Author(s):  
Wenbo Ma ◽  
Nikolaos Kaplaneris ◽  
Xinyue Fang ◽  
Linghui Gu ◽  
Ruhuai Mei ◽  
...  

This review summarizes recent advances in C–S and C–Se formations via transition metal-catalyzed C–H functionalization utilizing directing groups to control the site-selectivity.


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