Suppr超能文献

铑催化通过碳氢键环化与可移除单齿结构进行[4+2]环化反应合成亚氨基吡喃和吡喃酮

Rh-Catalyzed [4 + 2] Annulation with a Removable Monodentate Structure toward Iminopyranes and Pyranones by C-H Annulation.

作者信息

Fu Leiqing, Xu Wenqiang, Pu Maoping, Wu Yun-Dong, Liu Yunyun, Wan Jie-Ping

机构信息

College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, Jiangxi 330022, China.

Lab of Computational Chemistry and Drug Design, State Key Laboratory of Chemical Oncogenomics, Peking University Shenzhen Graduate School, Shenzhen, Guangdong 518055, China.

出版信息

Org Lett. 2022 Apr 29;24(16):3003-3008. doi: 10.1021/acs.orglett.2c00912. Epub 2022 Apr 20.

Abstract

The Rh-catalyzed reactions of -pyridinyl enaminones with internal alkynes leading to the synthesis of iminopyranes via a key C-H bond activation and subsequent tautomeric O-H bond cleavage are reported. Moreover, the pyridine ring in the amino group acts as an auxiliary monodentate site for this annulation and can be easily removed by a simple hydrolysis to afford pyranones.

摘要

据报道,通过关键的C-H键活化和随后的互变异构O-H键裂解,铑催化的吡啶基烯胺酮与内炔反应可合成亚氨基吡喃。此外,氨基中的吡啶环作为该环化反应的辅助单齿位点,可通过简单水解轻松去除,从而得到吡喃酮。

相似文献

1
Rh-Catalyzed [4 + 2] Annulation with a Removable Monodentate Structure toward Iminopyranes and Pyranones by C-H Annulation.
Org Lett. 2022 Apr 29;24(16):3003-3008. doi: 10.1021/acs.orglett.2c00912. Epub 2022 Apr 20.
3
Efficient Approach to Mesoionic Triazolo[5,1-a]isoquinolium through Rhodium-Catalyzed Annulation of Triazoles and Internal Alkynes.
Org Lett. 2015 Jun 5;17(11):2828-31. doi: 10.1021/acs.orglett.5b01247. Epub 2015 May 26.
4
Access to coumarins by rhodium-catalyzed oxidative annulation of aryl thiocarbamates with internal alkynes.
Org Lett. 2015 Mar 20;17(6):1477-80. doi: 10.1021/acs.orglett.5b00364. Epub 2015 Mar 11.
6
Rhodium(III)-Catalyzed Oxidative Annulation of 7-Azaindoles and Alkynes via Double C-H Activation.
Org Lett. 2015 Jun 19;17(12):3018-21. doi: 10.1021/acs.orglett.5b01228. Epub 2015 Jun 8.
7
Rh-Catalyzed Construction of Quinolin-2(1H)-ones via C-H Bond Activation of Simple Anilines with CO and Alkynes.
J Am Chem Soc. 2015 Jul 29;137(29):9246-9. doi: 10.1021/jacs.5b05843. Epub 2015 Jul 21.
8
Pyridine N-Oxide vs Pyridine Substrates for Rh(III)-Catalyzed Oxidative C-H Bond Functionalization.
J Am Chem Soc. 2015 Aug 12;137(31):9843-54. doi: 10.1021/jacs.5b03535. Epub 2015 Aug 3.
9
Rhodium(III)-catalyzed [3+2] annulation of 5-aryl-2,3-dihydro-1H-pyrroles with internal alkynes through C(sp²)-H/alkene functionalization.
Angew Chem Int Ed Engl. 2014 Oct 13;53(42):11338-41. doi: 10.1002/anie.201407175. Epub 2014 Sep 4.
10
Synthesis of Polyheteroaromatic Compounds via Rhodium-Catalyzed Multiple C-H Bond Activation and Oxidative Annulation.
Org Lett. 2015 Oct 16;17(20):5032-5. doi: 10.1021/acs.orglett.5b02510. Epub 2015 Oct 6.

引用本文的文献

文献AI研究员

20分钟写一篇综述,助力文献阅读效率提升50倍。

立即体验

用中文搜PubMed

大模型驱动的PubMed中文搜索引擎

马上搜索

文档翻译

学术文献翻译模型,支持多种主流文档格式。

立即体验