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  Pyrylium Salts: Selective Reagents for the Activation of Primary Amino Groups in Organic Synthesis

Pang, Y., Moser, D., & Cornella, J. (2020). Pyrylium Salts: Selective Reagents for the Activation of Primary Amino Groups in Organic Synthesis. Synthesis, 52(04), 489-503. doi:10.1055/s-0039-1690703.

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Genre: Journal Article

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 Creators:
Pang, Yue1, Author              
Moser, Daniel1, Author              
Cornella, Josep1, Author              
Affiliations:
1Research Group Cornellà, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_2466693              

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Free keywords: pyrylium salts; primary amino groups; deaminative transformations; radical chemistry; nickel catalysis; photoredox catalysis
 Abstract: Primary amino groups represent an ubiquitous category of functionalities in synthetic building blocks, drugs, and natural products.Therefore, such functionalities offer themselves as perfect handles for late-stage functionalization, and the development of robust and efficient strategies to transform these groups is highly desirable. Despite the extremely challenging activation of the C–N bond, the past few years have witnessed the rapid development of deaminative transformations using pyrylium salts as activating reagents. In most cases, the pyridinium salts formed were activated by single electron transfer, giving alkyl radicals which were used in a series of transformations via nickel and photoredox catalysis. This short review aims to give an overview to related properties of pyrylium salts, their historical significance, and summarize the recent progress in the field of deaminative transformations using these reagents.

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Language(s): eng - English
 Dates: 2019-08-262019-10-112020-02-18
 Publication Status: Published in print
 Pages: 15
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1055/s-0039-1690703
 Degree: -

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Title: Synthesis
Source Genre: Journal
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Publ. Info: Stuttgart : Georg Thieme Verlag
Pages: - Volume / Issue: 52 (04) Sequence Number: - Start / End Page: 489 - 503 Identifier: ISSN: 0039-7881
CoNE: https://pure.mpg.de/cone/journals/resource/954925448757