Literature DB >> 26523735

Silver-Catalyzed Long-Distance Aryl Migration from Carbon Center to Nitrogen Center.

Taigang Zhou1, Fei-Xian Luo1, Ming-Yu Yang1, Zhang-Jie Shi1,2.   

Abstract

Selective cleavage of an inert C-C bond followed by C-O/N bond formation through a long-distance aryl migration from a carbon to a nitrogen center via Ag catalysis is reported. The migration products were easily converted into γ-hydroxy amines and tetrahydroquinoline derivatives in quantitative yields. Preliminary mechanistic studies indicated a radical pathway.

Entities:  

Year:  2015        PMID: 26523735     DOI: 10.1021/jacs.5b10267

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  8 in total

Review 1.  Complementary Strategies for Directed C(sp3 )-H Functionalization: A Comparison of Transition-Metal-Catalyzed Activation, Hydrogen Atom Transfer, and Carbene/Nitrene Transfer.

Authors:  John C K Chu; Tomislav Rovis
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-05       Impact factor: 15.336

Review 2.  Strategies to Generate Nitrogen-centered Radicals That May Rely on Photoredox Catalysis: Development in Reaction Methodology and Applications in Organic Synthesis.

Authors:  Kitae Kwon; R Thomas Simons; Meganathan Nandakumar; Jennifer L Roizen
Journal:  Chem Rev       Date:  2021-10-08       Impact factor: 60.622

Review 3.  Aryl Transfer Strategies Mediated by Photoinduced Electron Transfer.

Authors:  Anthony R Allen; Efrey A Noten; Corey R J Stephenson
Journal:  Chem Rev       Date:  2021-10-21       Impact factor: 72.087

4.  Radical aryl migration enables diversity-oriented synthesis of structurally diverse medium/macro- or bridged-rings.

Authors:  Lei Li; Zhong-Liang Li; Fu-Li Wang; Zhen Guo; Yong-Feng Cheng; Na Wang; Xiao-Wu Dong; Chao Fang; Jingjiang Liu; Chunhui Hou; Bin Tan; Xin-Yuan Liu
Journal:  Nat Commun       Date:  2016-12-22       Impact factor: 14.919

5.  Copper-catalyzed remote C(sp3)-H azidation and oxidative trifluoromethylation of benzohydrazides.

Authors:  Xu Bao; Qian Wang; Jieping Zhu
Journal:  Nat Commun       Date:  2019-02-15       Impact factor: 14.919

6.  Radical Aryl Migration from Boron to Carbon.

Authors:  Dinghai Wang; Christian Mück-Lichtenfeld; Constantin G Daniliuc; Armido Studer
Journal:  J Am Chem Soc       Date:  2021-06-20       Impact factor: 15.419

7.  A remote C-C bond cleavage-enabled skeletal reorganization: Access to medium-/large-sized cyclic alkenes.

Authors:  Lei Li; Zhong-Liang Li; Qiang-Shuai Gu; Na Wang; Xin-Yuan Liu
Journal:  Sci Adv       Date:  2017-11-03       Impact factor: 14.136

8.  Directing group assisted meta-hydroxylation by C-H activation.

Authors:  Arun Maji; Bangaru Bhaskararao; Santanu Singha; Raghavan B Sunoj; Debabrata Maiti
Journal:  Chem Sci       Date:  2016-01-21       Impact factor: 9.825

  8 in total

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