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钴催化不饱和酰胺的有氧氨基环化反应合成官能化γ-和δ-内酰胺

Cobalt-Catalyzed Aerobic Aminocyclization of Unsaturated Amides for the Synthesis of Functionalized γ- and δ-Lactams.

作者信息

Freis Manuel, Balkenhohl Moritz, Fischer David M, Georgiev Tony, Sarott Roman C, Carreira Erick M

机构信息

ETH Zürich, Department of Chemistry and Applied Biosciences, Laboratory of Organic Chemistry, 8093 Zürich, Switzerland.

出版信息

Org Lett. 2023 Sep 1;25(34):6380-6384. doi: 10.1021/acs.orglett.3c02390. Epub 2023 Aug 23.

DOI:10.1021/acs.orglett.3c02390
PMID:37610083
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10476186/
Abstract

We report the cobalt-catalyzed aminocyclization of unsaturated -acyl sulfonamides in the presence of oxygen to provide γ- and δ-lactam aldehydes. Use of an optically active cobalt catalyst resulted in the formation of enantiomerically enriched γ-and δ-lactam alcohols. The γ-lactam aldehydes and alcohols obtained were elaborated into useful building blocks.

摘要

我们报道了在氧气存在下钴催化的不饱和β-酰基磺酰胺的氨基环化反应，以提供γ-和δ-内酰胺醛。使用光学活性钴催化剂导致形成对映体富集的γ-和δ-内酰胺醇。所得到的γ-内酰胺醛和醇被转化为有用的结构单元。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1685/10476186/de5f5a0c41a5/ol3c02390_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1685/10476186/9d08eb2527e3/ol3c02390_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1685/10476186/ddbe19f1c966/ol3c02390_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1685/10476186/03ad0acd6f3a/ol3c02390_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1685/10476186/c74528625789/ol3c02390_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1685/10476186/de5f5a0c41a5/ol3c02390_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1685/10476186/9d08eb2527e3/ol3c02390_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1685/10476186/ddbe19f1c966/ol3c02390_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1685/10476186/03ad0acd6f3a/ol3c02390_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1685/10476186/c74528625789/ol3c02390_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1685/10476186/de5f5a0c41a5/ol3c02390_0005.jpg

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本文引用的文献

1
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Chem Sci. 2023 Jun 14;14(26):7256-7261. doi: 10.1039/d3sc02250a. eCollection 2023 Jul 5.
2
Synthesis of cyano-substituted γ-lactams through a copper-catalyzed cascade cyclization/cyanation reaction.通过铜催化的串联环化/氰化反应合成氰基取代的γ-内酰胺。
Org Biomol Chem. 2023 Feb 8;21(6):1168-1171. doi: 10.1039/d2ob02086f.
3
Cobalt-Catalyzed Cyclization of Unsaturated -Acyl Sulfonamides: a Diverted Mukaiyama Hydration Reaction.
钴催化的不饱和β-酰基磺酰胺环化反应：一种改道的向山加水反应。
JACS Au. 2022 May 6;2(5):1071-1077. doi: 10.1021/jacsau.2c00186. eCollection 2022 May 23.
4
Raja 42, a novel gamma lactam compound, is effective against Clostridioides difficile.拉贾 42 号，一种新型的γ-内酰胺化合物，对艰难梭菌有效。
PLoS One. 2021 Sep 7;16(9):e0257143. doi: 10.1371/journal.pone.0257143. eCollection 2021.
5
Photoredox-catalyzed aminofluorosulfonylation of unactivated olefins.光氧化还原催化的未活化烯烃的氨基氟磺酰化反应。
Chem Sci. 2021 Jun 7;12(27):9359-9365. doi: 10.1039/d1sc02503a. eCollection 2021 Jul 14.
6
Mn- and Co-Catalyzed Aminocyclizations of Unsaturated Hydrazones Providing a Broad Range of Functionalized Pyrazolines.锰和钴催化的不饱和腙的氨基环化反应：提供多种功能化吡唑啉
JACS Au. 2021 Jul 26;1(7):919-924. doi: 10.1021/jacsau.1c00176. Epub 2021 Jun 11.
7
Catalyst- and Silane-Controlled Enantioselective Hydrofunctionalization of Alkenes by Cobalt-Catalyzed Hydrogen Atom Transfer and Radical-Polar Crossover.钴催化氢原子转移和自由基-极性交叉反应控制的烯烃的手性官能化：催化剂和硅烷的作用。
J Am Chem Soc. 2020 Aug 5;142(31):13481-13490. doi: 10.1021/jacs.0c05017. Epub 2020 Jul 23.
8
ZnI/Zn(OTf)-TsOH: a versatile combined-acid system for catalytic intramolecular hydrofunctionalization and polyene cyclization.ZnI/Zn(OTf)-TsOH：一种用于催化分子内氢官能化和多烯环化的多功能混合酸体系。
Chem Commun (Camb). 2019 Nov 7;55(90):13522-13525. doi: 10.1039/c9cc07242j.
9
Catalytic Asymmetric Radical-Polar Crossover Hydroalkoxylation.催化不对称自由基-极性交叉氢烷氧基化反应。
J Am Chem Soc. 2019 Nov 6;141(44):17527-17532. doi: 10.1021/jacs.9b10645. Epub 2019 Oct 25.
10
Merging Photoredox PCET with Nickel-Catalyzed Cross-Coupling: Cascade Amidoarylation of Unactivated Olefins.将光氧化还原质子耦合电子转移与镍催化交叉偶联相结合：未活化烯烃的串联酰胺芳基化反应
Chem. 2019 Feb 14;5(2):339-352. doi: 10.1016/j.chempr.2018.11.014. Epub 2019 Jan 3.