Chemistry of Cyanide Adducts of Aldimines from Aniline Derivatives

Eunjoon Park; Jiye Jeon; Cheol Hong Cheon

doi:10.1002/tcr.201800005

Chemistry of Cyanide Adducts of Aldimines from Aniline Derivatives

Eunjoon Park, Jiye Jeon, Cheol Hong Cheon

Department of Chemistry

Research output: Contribution to journal › Review article › peer-review

14 Citations (Scopus)

Abstract

The chemistry of hydrogen cyanide adducts of imines is well-developed, but that of cyanide adducts remains unexplored. This is presumably because these cyanide adducts are not stable and thus not readily available in their isolated forms. In this personal account, we present the progress made in our research program towards the development of novel organic transformations utilizing cyanide adducts of imines as key intermediates. We also report the application of these methodologies to the total synthesis of natural products including indole alkaloids.

Original language	English
Pages (from-to)	1474-1488
Number of pages	15
Journal	Chemical Record
Volume	18
Issue number	10
DOIs	https://doi.org/10.1002/tcr.201800005
Publication status	Published - 2018 Oct

Bibliographical note

Funding Information:
This work was financially supported by the National Research Foundation of Korea (NRF), funded by the Korean Government (NRF-20100020209 and NRF-2015R1D1A1A01057200). C.-H.C. is grateful for financial support from an NRF grant funded by the Korean Government (NRF-2014-011165, Center for New Directions in Organic Synthesis).

Publisher Copyright:
© 2018 The Chemical Society of Japan & Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

Aerobic Oxidation
Aldimines
Cyanide
Imino-Stetter Reaction
Indole-3-acetic Acids

ASJC Scopus subject areas

Chemistry(all)
Biochemistry
Chemical Engineering(all)
Materials Chemistry

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10.1002/tcr.201800005

Cite this

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title = "Chemistry of Cyanide Adducts of Aldimines from Aniline Derivatives",

abstract = "The chemistry of hydrogen cyanide adducts of imines is well-developed, but that of cyanide adducts remains unexplored. This is presumably because these cyanide adducts are not stable and thus not readily available in their isolated forms. In this personal account, we present the progress made in our research program towards the development of novel organic transformations utilizing cyanide adducts of imines as key intermediates. We also report the application of these methodologies to the total synthesis of natural products including indole alkaloids.",

keywords = "Aerobic Oxidation, Aldimines, Cyanide, Imino-Stetter Reaction, Indole-3-acetic Acids",

author = "Eunjoon Park and Jiye Jeon and Cheon, {Cheol Hong}",

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N1 - Funding Information: This work was financially supported by the National Research Foundation of Korea (NRF), funded by the Korean Government (NRF-20100020209 and NRF-2015R1D1A1A01057200). C.-H.C. is grateful for financial support from an NRF grant funded by the Korean Government (NRF-2014-011165, Center for New Directions in Organic Synthesis). Publisher Copyright: © 2018 The Chemical Society of Japan & Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

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N2 - The chemistry of hydrogen cyanide adducts of imines is well-developed, but that of cyanide adducts remains unexplored. This is presumably because these cyanide adducts are not stable and thus not readily available in their isolated forms. In this personal account, we present the progress made in our research program towards the development of novel organic transformations utilizing cyanide adducts of imines as key intermediates. We also report the application of these methodologies to the total synthesis of natural products including indole alkaloids.

AB - The chemistry of hydrogen cyanide adducts of imines is well-developed, but that of cyanide adducts remains unexplored. This is presumably because these cyanide adducts are not stable and thus not readily available in their isolated forms. In this personal account, we present the progress made in our research program towards the development of novel organic transformations utilizing cyanide adducts of imines as key intermediates. We also report the application of these methodologies to the total synthesis of natural products including indole alkaloids.

KW - Aerobic Oxidation

KW - Aldimines

KW - Cyanide

KW - Imino-Stetter Reaction

KW - Indole-3-acetic Acids

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Chemistry of Cyanide Adducts of Aldimines from Aniline Derivatives

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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