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铜催化通过二恶唑酮的还原N-O裂解合成伯酰胺。

Copper-catalyzed synthesis of primary amides through reductive N-O cleavage of dioxazolones.

作者信息

Bae Hyeonwoong, Park Jinhwan, Yoon Rahyun, Lee Seunghoon, Son Jongwoo

机构信息

Department of Chemical Engineering (BK21 FOUR Graduate Program), Dong-A University 37 Nakdong-Daero 550beon-gil, Saha-gu Busan 49315 South Korea

Department of Chemistry, Dong-A University 37 Nakdong-Daero 550beon-gil, Saha-gu Busan 49315 South Korea.

出版信息

RSC Adv. 2024 Mar 20;14(14):9440-9444. doi: 10.1039/d4ra00320a.

DOI:10.1039/d4ra00320a
PMID:38516159
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10951817/
Abstract

A new method for the synthesis of primary amides is developed, in which dioxazolones are treated with a copper catalyst under mild reaction conditions. A broad scope of dioxazolones is exhibited as well as dioxazolones containing biologically active structural motifs. These robust and mild reaction conditions allow the transformation of dioxazolones to primary amides, in which sensitive functional groups such as hydroxyl, aldehyde, trialkylsilyl, and unsaturated carbon units are tolerated with excellent chemoselectivity.

摘要

开发了一种合成伯酰胺的新方法，该方法是在温和的反应条件下用铜催化剂处理二恶唑酮。展示了广泛范围的二恶唑酮以及含有生物活性结构基序的二恶唑酮。这些稳健且温和的反应条件使得二恶唑酮能够转化为伯酰胺，其中羟基、醛基、三烷基硅基和不饱和碳单元等敏感官能团能够以优异的化学选择性被耐受。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5369/10951817/7c1fdbcbdb83/d4ra00320a-s7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5369/10951817/0cde2b86982c/d4ra00320a-s1.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5369/10951817/0203c3baabe2/d4ra00320a-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5369/10951817/de147e347429/d4ra00320a-s6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5369/10951817/7c1fdbcbdb83/d4ra00320a-s7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5369/10951817/0cde2b86982c/d4ra00320a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5369/10951817/de7a0e4c9e82/d4ra00320a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5369/10951817/36558bd3021c/d4ra00320a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5369/10951817/858ef7dcaf84/d4ra00320a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5369/10951817/0203c3baabe2/d4ra00320a-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5369/10951817/de147e347429/d4ra00320a-s6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5369/10951817/7c1fdbcbdb83/d4ra00320a-s7.jpg

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