Literature DB >> 34097248

α-C(sp3)-H Arylation of Cyclic Carbonyl Compounds.

Mei Wang1, Wei Wang1, Dashan Li1, Wen-Jing Wang1, Rui Zhan2, Li-Dong Shao3.   

Abstract

α-C(sp3)-H arylation is an important type of C-H functionalization. Various biologically significant natural products, chemical intermediates, and drugs have been effectively prepared via C-H functionalization. Cyclic carbonyl compounds comprise of cyclic ketones, enones, lactones, and lactams. The α-C(sp3)-H arylation of these compounds have been exhibited high efficiency in forming C(sp3)-C(sp2) bonds, played a crucial role in organic synthesis, and attracted majority of interests from organic and medicinal communities. This review focused on the most significant advances including methods, mechanism, and applications in total synthesis of natural products in the field of α-C(sp3)-H arylations of cyclic carbonyl compounds in recent years.
© 2021. The Author(s).

Entities:  

Keywords:  C-H functionalization; Cyclic carbonyl compounds; α-C(sp3)-H arylation

Year:  2021        PMID: 34097248     DOI: 10.1007/s13659-021-00312-1

Source DB:  PubMed          Journal:  Nat Prod Bioprospect        ISSN: 2192-2209


  67 in total

1.  Synthesis of a Small-Molecule Library with Skeletal Diversity from Hemslecin A via the Reaction-Discovery Strategy.

Authors:  Jian Ren; Xin Shi; Xiao-Nian Li; Lai-Wei Li; Jia Su; Li-Dong Shao; Qin-Shi Zhao
Journal:  Org Lett       Date:  2016-08-03       Impact factor: 6.005

2.  The merger of decatungstate and copper catalysis to enable aliphatic C(sp3)-H trifluoromethylation.

Authors:  Patrick J Sarver; Vlad Bacauanu; Danielle M Schultz; Daniel A DiRocco; Yu-Hong Lam; Edward C Sherer; David W C MacMillan
Journal:  Nat Chem       Date:  2020-03-16       Impact factor: 24.427

3.  Site-Selective C-H Functionalization via Synergistic Use of Electrochemistry and Transition Metal Catalysis.

Authors:  Ke-Jin Jiao; Yi-Kang Xing; Qi-Liang Yang; Hui Qiu; Tian-Sheng Mei
Journal:  Acc Chem Res       Date:  2020-01-15       Impact factor: 22.384

4.  Site-selective and versatile aromatic C-H functionalization by thianthrenation.

Authors:  Florian Berger; Matthew B Plutschack; Julian Riegger; Wanwan Yu; Samira Speicher; Matthew Ho; Nils Frank; Tobias Ritter
Journal:  Nature       Date:  2019-03-13       Impact factor: 49.962

5.  PIDA/I2-Mediated α- and β-C(sp3)-H Bond Dual Functionalization of Tertiary Amines.

Authors:  Yu Zhu; Li-Dong Shao; Zhen-Tao Deng; Ying Bao; Xin Shi; Qin-Shi Zhao
Journal:  J Org Chem       Date:  2018-07-27       Impact factor: 4.354

6.  Late-stage oxidative C(sp3)-H methylation.

Authors:  Kaibo Feng; Raundi E Quevedo; Jeffrey T Kohrt; Martins S Oderinde; Usa Reilly; M Christina White
Journal:  Nature       Date:  2020-03-16       Impact factor: 49.962

Review 7.  Aliphatic C-H Oxidations for Late-Stage Functionalization.

Authors:  M Christina White; Jinpeng Zhao
Journal:  J Am Chem Soc       Date:  2018-10-19       Impact factor: 15.419

8.  Catalytic C(sp3)-H bond activation in tertiary alkylamines.

Authors:  Jesus Rodrigalvarez; Manuel Nappi; Hiroki Azuma; Nils J Flodén; Matthew E Burns; Matthew J Gaunt
Journal:  Nat Chem       Date:  2019-12-20       Impact factor: 24.427

9.  Chemoselective methylene oxidation in aromatic molecules.

Authors:  Jinpeng Zhao; Takeshi Nanjo; Emilio C de Lucca; M Christina White
Journal:  Nat Chem       Date:  2018-12-17       Impact factor: 24.427

10.  Connecting remote C-H bond functionalization and decarboxylative coupling using simple amines.

Authors:  Francisco de Azambuja; Ming-Hsiu Yang; Taisiia Feoktistova; Manikandan Selvaraju; Alexander C Brueckner; Markas A Grove; Suvajit Koley; Paul Ha-Yeon Cheong; Ryan A Altman
Journal:  Nat Chem       Date:  2020-03-09       Impact factor: 24.427

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