Journal article

Oxidative Rearomatization of Tetrahydroisoquinolines Promoted by Pyridine‑ N ‑oxide

Abstract:: Isoquinolines are ubiquitous arenes found in many biologically useful molecules. While direct substitution at the heterocyclic ring is uncommon, reductive functionalization to form tetrahydroisoquinolines (THIQs) is straightforward. Herein, we describe a facile method for producing C4-functionalized isoquinolines from a readily available parent THIQ. This high-temperature transformation utilizes pyridine-N-oxide as an oxidant generating only volatile side products and is functional-group-tolerant.

Publication status:: Published

Peer review status:: Peer reviewed

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APA Style

Jenkins, T. C., Poole, D. L., & Donohoe, T. J. (2024). Oxidative Rearomatization of Tetrahydroisoquinolines Promoted by Pyridine‑ N ‑oxide. Organic Letters, 26(39), 8377–8381.

MLA Style

Jenkins, TC, et al. “Oxidative Rearomatization of Tetrahydroisoquinolines Promoted by Pyridine‑ N ‑Oxide.” Organic Letters, vol. 26, no. 39, 2024, pp. 8377–81.

Chicago Style

Jenkins, TC, DL Poole, and TJ Donohoe. 2024. “Oxidative Rearomatization of Tetrahydroisoquinolines Promoted by Pyridine‑ N ‑Oxide.” Organic Letters 26 (39): 8377–81.
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Files:: Jenkins_et_al_2024_Oxidative_Rearomatization_of.pdf

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Publisher copy:: 10.1021/acs.orglett.4c03186

Authors

+ Jenkins, TC More by this author

Institution:: University of Oxford
Division:: HUMS
Department:: Classics Faculty
Sub department:: Chemistry Research Laboratory
Role:: Author

+ Poole, DL More by this author

Role:: Author
ORCID:: 0000-0001-5050-5996

+ Donohoe, TJ More by this author

Institution:: University of Oxford
Division:: HUMS
Department:: Classics Faculty
Sub department:: Chemistry Research Laboratory
Role:: Author
ORCID:: 0000-0001-7088-6626

+ Engineering and Physical Sciences Research Council More from this funder

Funder identifier:: https://ror.org/0439y7842

Publisher:: American Chemical Society
Journal:: Organic Letters More from this journal
Volume:: 26
Issue:: 39
Pages:: 8377-8381
Publication date:: 2024-09-23
Acceptance date:: 2024-09-20
DOI:: 10.1021/acs.orglett.4c03186
EISSN:: 1523-7052
ISSN:: 1523-7060

Language:: English
Pubs id:: 2032976
Local pid:: pubs:2032976
Source identifiers:: 2319450
Deposit date:: 2024-10-07
ARK identifier:: ark:/29072/ora_98f6e53faf2142fca857ab1534baf6df

Terms of use

Copyright date:: 2024

Licence:: CC Attribution (CC BY)

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