Literature DB >> 26387513

Highly Regioselective Radical Amination of Allenes: Direct Synthesis of Allenamides and Tetrasubstituted Alkenes.

Ge Zhang1, Tao Xiong1, Zining Wang1, Guoxing Xu1, Xuedan Wang1, Qian Zhang2.   

Abstract

The first controllable, regioselective radical amination of allenes with N-fluoroarylsulfonimide is described to proceed under very mild reaction conditions. With this methodology, a general and straightforward route for the synthesis of both allenamides and fluorinated tetrasubstituted alkenes was realized from a wide range of terminal and internal allenes.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  allenes; copper; fluorine; radicals; transition metals

Mesh:

Substances:

Year:  2015        PMID: 26387513     DOI: 10.1002/anie.201506066

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


  5 in total

1.  Iron-Catalyzed Contrasteric Functionalization of Allenic C(sp2)-H Bonds: Synthesis of α-Aminoalkyl 1,1-Disubstituted Allenes.

Authors:  Yidong Wang; Sarah G Scrivener; Xiao-Dong Zuo; Ruihan Wang; Philip N Palermo; Ethan Murphy; Austin C Durham; Yi-Ming Wang
Journal:  J Am Chem Soc       Date:  2021-09-07       Impact factor: 16.383

2.  Copper-catalyzed aminooxygenation of styrenes with N-fluorobenzenesulfonimide and N-hydroxyphthalimide derivatives.

Authors:  Yan Li; Xue Zhou; Guangfan Zheng; Qian Zhang
Journal:  Beilstein J Org Chem       Date:  2015-12-24       Impact factor: 2.883

3.  Ligand-free copper-catalyzed C(sp3)-H imidation of aromatic and aliphatic methyl sulfides with N-fluorobenzenesulfonimide.

Authors:  Si-Chang Wang; Ming-Nan Feng; Yue Ji; Wei-Wei Han; Cong-Yu Ke; Qun-Zheng Zhang; Xun-Li Zhang
Journal:  RSC Adv       Date:  2021-03-25       Impact factor: 3.361

4.  NHC and visible light-mediated photoredox co-catalyzed 1,4-sulfonylacylation of 1,3-enynes for tetrasubstituted allenyl ketones.

Authors:  Lihong Wang; Ruiyang Ma; Jiaqiong Sun; Guangfan Zheng; Qian Zhang
Journal:  Chem Sci       Date:  2022-02-10       Impact factor: 9.825

Review 5.  Radical transformations for allene synthesis.

Authors:  Yajun Li; Hongli Bao
Journal:  Chem Sci       Date:  2022-06-29       Impact factor: 9.969

  5 in total

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