Literature DB >> 27869255

Metal-catalyzed C-H functionalization involving isocyanides.

Bingrui Song1, Bin Xu2.   

Abstract

Isocyanides have a broad range of applications in multicomponent reactions such as Passerini and Ugi processes. Recent advances in metal catalysis have tremendously increased the versatility of isocyanides in organic chemistry. Suitable metal catalysts could selectively activate various C-H bonds to allow direct functionalization under mild conditions, which represents a chemical process with broad synthetic potential. The synergy from the combination of isocyanide insertion and C-H bond activation offers an efficient and powerful tool to establish complicated reactions and to construct useful substances, from which the high potential of such strategy has been convincingly demonstrated in drug discovery, organic synthesis, and materials science. The present review highlights the most recent advances of isocyanide chemistry in metal-catalyzed C-H bond functionalization.

Entities:  

Year:  2017        PMID: 27869255     DOI: 10.1039/c6cs00384b

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  10 in total

1.  Mechanistic Basis for Efficient, Site-Selective, Aerobic Catalytic Turnover in Pd-Catalyzed C-H Imidoylation of Heterocycle-Containing Molecules.

Authors:  Stephen J Tereniak; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2017-10-06       Impact factor: 15.419

Review 2.  The status of isocyanide-based multi-component reactions in Iran (2010-2018).

Authors:  Ronak Afshari; Seyyed Emad Hooshmand; Mohammad Taghi Nazeri; Siamak Javanbakht; Ahmad Shaabani; Reza Mohammadian
Journal:  Mol Divers       Date:  2020-02-18       Impact factor: 2.943

3.  Access to 1-amino-3,4-dihydroisoquinolines via palladium-catalyzed C-H bond aminoimidoylation reaction from functionalized isocyanides.

Authors:  Zhuang Xiong; Panyuan Cai; Yingshuang Mei; Jian Wang
Journal:  RSC Adv       Date:  2019-12-18       Impact factor: 4.036

4.  Silver-Assisted [3 + 2] Annulation of Nitrones with Isocyanides: Synthesis of 2,3,4-Trisubstituted 1,2,4-Oxadiazolidin-5-ones.

Authors:  Xuanyu Shen; Andrey Shatskiy; Yan Chen; Markus D Kärkäs; Xiang-Shan Wang; Jian-Quan Liu
Journal:  J Org Chem       Date:  2020-02-20       Impact factor: 4.354

5.  From Isocyanides to Iminonitriles via Silver-mediated Sequential Insertion of C(sp3)-H Bond.

Authors:  Huiwen Chi; Hao Li; Bingxin Liu; Rongxuan Ye; Haoyang Wang; Yin-Long Guo; Qitao Tan; Bin Xu
Journal:  iScience       Date:  2019-11-01

6.  The halogen bond with isocyano carbon reduces isocyanide odor.

Authors:  Alexander S Mikherdov; Alexander S Novikov; Vadim P Boyarskiy; Vadim Yu Kukushkin
Journal:  Nat Commun       Date:  2020-06-10       Impact factor: 14.919

7.  Direct 1,1-Bisphosphonation of Isocyanides: Atom- and Step-Economical Access to Bisphosphinoylaminomethanes.

Authors:  Qing Yuan; Hua-Wei Liu; Zhong-Jian Cai; Shun-Jun Ji
Journal:  ACS Omega       Date:  2021-03-17

8.  Selective sulfonylation and isonitrilation of para-quinone methides employing TosMIC as a source of sulfonyl group or isonitrile group.

Authors:  Chuanhua Qu; Run Huang; Yong Li; Tong Liu; Yuan Chen; Guiting Song
Journal:  Beilstein J Org Chem       Date:  2021-12-02       Impact factor: 2.883

9.  Design and Synthesis of Dipeptidomimetic Isocyanonaphthalene as Enhanced-Fluorescent Chemodosimeter for Sensing Mercury Ion and Living Cells.

Authors:  Xiao-Juan Wang; Gao-Wei Li; Yi-Peng Cheng; Qiu-Ling Sun; Yuan-Qiang Hao; Chen-Hong Wang; Lan-Tao Liu
Journal:  Front Chem       Date:  2022-03-04       Impact factor: 5.221

10.  Cross-dehydrogenative coupling of coumarins with Csp3-H bonds using an iron-organic framework as a productive heterogeneous catalyst.

Authors:  Son H Doan; Vu H H Nguyen; Thuong H Nguyen; Phuc H Pham; Ngoc N Nguyen; Anh N Q Phan; Thach N Tu; Nam T S Phan
Journal:  RSC Adv       Date:  2018-03-19       Impact factor: 4.036

  10 in total

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