One for Many: A Universal Reagent for Acylation Processes

Hyun Kyung Moon; Gi Hyeon Sung; Bo Ram Kim; Jong Keun Park; Yong Jin Yoon; Hyo Jae Yoon

doi:10.1002/adsc.201501177

One for Many: A Universal Reagent for Acylation Processes

Hyun Kyung Moon, Gi Hyeon Sung, Bo Ram Kim, Jong Keun Park, Yong Jin Yoon, Hyo Jae Yoon

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

20 Citations (Scopus)

Abstract

This work describes acylation reactions facilitated by a type of heterocycle-based acyl transfer agent, 2-acyloxypyridazinone. Reactions of 2-acyloxypyridazinone with carboxylic acids yield mixed carbonic anhydride intermediates, which are reactive and could be coupled with a wide range of substrates including acids, amines, alcohols, and thiols. The wide substrate scope, ease of operation (no additive or catalyst), storage and handling stability, and atom-efficiency from recycling the heterocycle carrier make the reported acylating agent attractive for acylation-based coupling reactions.

Original language	English
Pages (from-to)	1725-1730
Number of pages	6
Journal	Advanced Synthesis and Catalysis
Volume	358
Issue number	11
DOIs	https://doi.org/10.1002/adsc.201501177
Publication status	Published - 2016 Jun 2

Keywords

2-alkoxycarbonylpyridazin-3(2H)-ones
acylating agents
coupling reactions
heterocycles
mixed carbonic anhydrides

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.201501177

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title = "One for Many: A Universal Reagent for Acylation Processes",

abstract = "This work describes acylation reactions facilitated by a type of heterocycle-based acyl transfer agent, 2-acyloxypyridazinone. Reactions of 2-acyloxypyridazinone with carboxylic acids yield mixed carbonic anhydride intermediates, which are reactive and could be coupled with a wide range of substrates including acids, amines, alcohols, and thiols. The wide substrate scope, ease of operation (no additive or catalyst), storage and handling stability, and atom-efficiency from recycling the heterocycle carrier make the reported acylating agent attractive for acylation-based coupling reactions.",

keywords = "2-alkoxycarbonylpyridazin-3(2H)-ones, acylating agents, coupling reactions, heterocycles, mixed carbonic anhydrides",

author = "Moon, {Hyun Kyung} and Sung, {Gi Hyeon} and Kim, {Bo Ram} and Park, {Jong Keun} and Yoon, {Yong Jin} and Yoon, {Hyo Jae}",

note = "Funding Information: This research was supported by the Basic Science Research Program through the NRF of Korea funded by the Ministry of Science, ICT, and Future Planning (NRF-2014R1A1A1002938) and the Ministry of Education (NRF20100020209). Publisher Copyright: {\textcopyright} 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.",

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doi = "10.1002/adsc.201501177",

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T2 - A Universal Reagent for Acylation Processes

AU - Moon, Hyun Kyung

AU - Sung, Gi Hyeon

AU - Kim, Bo Ram

AU - Park, Jong Keun

AU - Yoon, Yong Jin

AU - Yoon, Hyo Jae

N1 - Funding Information: This research was supported by the Basic Science Research Program through the NRF of Korea funded by the Ministry of Science, ICT, and Future Planning (NRF-2014R1A1A1002938) and the Ministry of Education (NRF20100020209). Publisher Copyright: © 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

PY - 2016/6/2

Y1 - 2016/6/2

N2 - This work describes acylation reactions facilitated by a type of heterocycle-based acyl transfer agent, 2-acyloxypyridazinone. Reactions of 2-acyloxypyridazinone with carboxylic acids yield mixed carbonic anhydride intermediates, which are reactive and could be coupled with a wide range of substrates including acids, amines, alcohols, and thiols. The wide substrate scope, ease of operation (no additive or catalyst), storage and handling stability, and atom-efficiency from recycling the heterocycle carrier make the reported acylating agent attractive for acylation-based coupling reactions.

AB - This work describes acylation reactions facilitated by a type of heterocycle-based acyl transfer agent, 2-acyloxypyridazinone. Reactions of 2-acyloxypyridazinone with carboxylic acids yield mixed carbonic anhydride intermediates, which are reactive and could be coupled with a wide range of substrates including acids, amines, alcohols, and thiols. The wide substrate scope, ease of operation (no additive or catalyst), storage and handling stability, and atom-efficiency from recycling the heterocycle carrier make the reported acylating agent attractive for acylation-based coupling reactions.

KW - 2-alkoxycarbonylpyridazin-3(2H)-ones

KW - acylating agents

KW - coupling reactions

KW - heterocycles

KW - mixed carbonic anhydrides

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DO - 10.1002/adsc.201501177

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VL - 358

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EP - 1730

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 11

ER -

One for Many: A Universal Reagent for Acylation Processes

Abstract

Keywords

ASJC Scopus subject areas

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