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ID 67497
Author
Tokushige, Keisuke Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University
Abe, Takumi Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University ORCID Kaken ID researchmap
Abstract
Unprecedented tert-BuOK-mediated one carbon deletion of indoline hemiaminals has been achieved. This novel protocol provides an efficient synthetic tool for the construction of 2-aminobenzyl compounds with high chemoselectivity. In addition, functionalized 2-aminobenzyl compounds are difficult to make, for which few limited means of access currently exist. The key to success is the use of in situ generated Heyns rearrangement products (α-amino carbonyl compounds) as precursors for formal one carbon deletion.
Note
This document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of Organic Chemistry, copyright © 2024 American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.joc.4c00884.
This fulltext file will be available in Jun. 2025.
Published Date
2024-07-01
Publication Title
The Journal of Organic Chemistry
Volume
volume89
Issue
issue14
Publisher
American Chemical Society (ACS)
Start Page
10349
End Page
10354
ISSN
0022-3263
NCID
AA00704100
Content Type
Journal Article
language
English
OAI-PMH Set
岡山大学
Copyright Holders
© 2024 American Chemical Society
File Version
author
PubMed ID
DOI
Web of Science KeyUT
Related Url
isVersionOf https://doi.org/10.1021/acs.joc.4c00884
Funder Name
Japan Society for the Promotion of Science
Japan Science and Technology Agency
助成番号
22K06503
JPMJSP2126