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Copper-Catalyzed 1,2-Aminocyanation of Unactivated Alkenes via Cyano Migration.

Publication ,  Journal Article
Kwon, Y; Wang, Q
Published in: Organic letters
June 2020

A copper-catalyzed aminocyanation of alkenes has been achieved through distal cyano migration using O-benzoylhydroxylamines and N-fluorobenzenesulfonimides. This method offers a rapid approach to generate diverse β-amino and β-sulfonimido nitriles. These reactions feature mild conditions, tolerance of sensitive functional groups, and excellent regioselectivity. Mechanistic studies suggest that these transformations are initiated by a copper-catalyzed amination step followed by a cyano migration step.

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Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

June 2020

Volume

22

Issue

11

Start / End Page

4141 / 4145

Related Subject Headings

  • Stereoisomerism
  • Organic Chemistry
  • Nitriles
  • Molecular Structure
  • Cyanides
  • Copper
  • Catalysis
  • Alkenes
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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Kwon, Y., & Wang, Q. (2020). Copper-Catalyzed 1,2-Aminocyanation of Unactivated Alkenes via Cyano Migration. Organic Letters, 22(11), 4141–4145. https://doi.org/10.1021/acs.orglett.0c01217
Kwon, Yungeun, and Qiu Wang. “Copper-Catalyzed 1,2-Aminocyanation of Unactivated Alkenes via Cyano Migration.Organic Letters 22, no. 11 (June 2020): 4141–45. https://doi.org/10.1021/acs.orglett.0c01217.
Kwon Y, Wang Q. Copper-Catalyzed 1,2-Aminocyanation of Unactivated Alkenes via Cyano Migration. Organic letters. 2020 Jun;22(11):4141–5.
Kwon, Yungeun, and Qiu Wang. “Copper-Catalyzed 1,2-Aminocyanation of Unactivated Alkenes via Cyano Migration.Organic Letters, vol. 22, no. 11, June 2020, pp. 4141–45. Epmc, doi:10.1021/acs.orglett.0c01217.
Kwon Y, Wang Q. Copper-Catalyzed 1,2-Aminocyanation of Unactivated Alkenes via Cyano Migration. Organic letters. 2020 Jun;22(11):4141–4145.
Journal cover image

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

June 2020

Volume

22

Issue

11

Start / End Page

4141 / 4145

Related Subject Headings

  • Stereoisomerism
  • Organic Chemistry
  • Nitriles
  • Molecular Structure
  • Cyanides
  • Copper
  • Catalysis
  • Alkenes
  • 34 Chemical sciences
  • 03 Chemical Sciences