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An efficient synthesis of fluorinated azaheterocycles by aminocyclization of alkenes.

Publication ,  Journal Article
Huang, H-T; Lacy, TC; Błachut, B; Ortiz, GX; Wang, Q
Published in: Organic letters
April 2013

A general and efficient approach to important fluorinated azaheterocycles has been developed by incorporating nucleophilic fluorination into alkene difunctionalization. This intramolecular aminofluorination transformation of alkenes has been achieved via the aminocyclization of reactive unsaturated N-iodoamines, which can be generated in situ from either unsaturated N-chloramines or their amine precursors in a one-pot protocol.

Duke Scholars

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

April 2013

Volume

15

Issue

8

Start / End Page

1818 / 1821

Related Subject Headings

  • Stereoisomerism
  • Organic Chemistry
  • Molecular Structure
  • Hydrocarbons, Fluorinated
  • Cyclization
  • Catalysis
  • Aza Compounds
  • Amines
  • Alkenes
  • 34 Chemical sciences
 

Citation

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Huang, H.-T., Lacy, T. C., Błachut, B., Ortiz, G. X., & Wang, Q. (2013). An efficient synthesis of fluorinated azaheterocycles by aminocyclization of alkenes. Organic Letters, 15(8), 1818–1821. https://doi.org/10.1021/ol4003866
Huang, Hai-Tsang, Tyler C. Lacy, Barbara Błachut, Gerardo X. Ortiz, and Qiu Wang. “An efficient synthesis of fluorinated azaheterocycles by aminocyclization of alkenes.Organic Letters 15, no. 8 (April 2013): 1818–21. https://doi.org/10.1021/ol4003866.
Huang H-T, Lacy TC, Błachut B, Ortiz GX, Wang Q. An efficient synthesis of fluorinated azaheterocycles by aminocyclization of alkenes. Organic letters. 2013 Apr;15(8):1818–21.
Huang, Hai-Tsang, et al. “An efficient synthesis of fluorinated azaheterocycles by aminocyclization of alkenes.Organic Letters, vol. 15, no. 8, Apr. 2013, pp. 1818–21. Epmc, doi:10.1021/ol4003866.
Huang H-T, Lacy TC, Błachut B, Ortiz GX, Wang Q. An efficient synthesis of fluorinated azaheterocycles by aminocyclization of alkenes. Organic letters. 2013 Apr;15(8):1818–1821.
Journal cover image

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

April 2013

Volume

15

Issue

8

Start / End Page

1818 / 1821

Related Subject Headings

  • Stereoisomerism
  • Organic Chemistry
  • Molecular Structure
  • Hydrocarbons, Fluorinated
  • Cyclization
  • Catalysis
  • Aza Compounds
  • Amines
  • Alkenes
  • 34 Chemical sciences