Literature DB >> 33647169

Recent Strategies for Carbon-Halogen Bond Formation Using Nickel.

Austin D Marchese1, Timur Adrianov1, Mark Lautens1.   

Abstract

Nickel catalysis has demonstrated the capability of performing a broad range of synthetically challenging transformations over the last decade. Though recent literature has focused on the formation of C-C and C-N bonds, a variety of breakthroughs in the field of C-X bond generation have also been reported. A diverse range of strategies using nickel have been developed, in an effort to expand the scope and synthetic utility of these halogenation methods. This Minireview will cover six emerging strategies in this field including: oxidatively induced C-X reductive elimination, triflate-to-halogen exchange reactions, directed C-H halogenation, non-directed electrophilic C-H halogenation of arenes, enantioselective α-fluorination of carbonyl containing compounds, and 1,2-difunctionalization-halogenation reactions. The final section has been split into two parts: nickel-catalyzed hydrohalogenation and nickel-catalyzed carbohalogenation reactions.
© 2021 Wiley-VCH GmbH.

Entities:  

Keywords:  C−H functionalization; carboiodination; fluorination; halogens; nickel

Year:  2021        PMID: 33647169     DOI: 10.1002/anie.202101324

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  6 in total

Review 1.  Recent advanced development of metal-loaded mesoporous organosilicas as catalytic nanoreactors.

Authors:  Yucang Liang
Journal:  Nanoscale Adv       Date:  2021-10-22

2.  Nucleophilic Fluorination Catalyzed by a Cyclometallated Rhodium Complex.

Authors:  Patrick J Morgan; Graham C Saunders; Stuart A Macgregor; Andrew C Marr; Peter Licence
Journal:  Organometallics       Date:  2022-03-31       Impact factor: 3.837

3.  Chlorination of arenes via the degradation of toxic chlorophenols.

Authors:  Mingyang Liu; Xuemei Yang; Paul J Dyson
Journal:  Proc Natl Acad Sci U S A       Date:  2022-05-19       Impact factor: 12.779

4.  Nickel/Brønsted acid dual-catalyzed regio- and enantioselective hydrophosphinylation of 1,3-dienes: access to chiral allylic phosphine oxides.

Authors:  Jiao Long; Yuqiang Li; Weining Zhao; Guoyin Yin
Journal:  Chem Sci       Date:  2021-12-28       Impact factor: 9.825

5.  Total Synthesis of (+)-Hinckdentine A: Harnessing Noncovalent Interactions for Organocatalytic Bromination.

Authors:  Zhuwei Ruan; Min Wang; Chen Yang; Lili Zhu; Zhishan Su; Ran Hong
Journal:  JACS Au       Date:  2022-04-15

Review 6.  Iron-catalyzed domino coupling reactions of π-systems.

Authors:  Austin Pounder; William Tam
Journal:  Beilstein J Org Chem       Date:  2021-12-07       Impact factor: 2.883

  6 in total

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