Copper-Catalyzed Oxidative Cascade Inter-Molecular Double Cyclization of 2-Iodobenzamide Derivatives and Propargyl Dicarbonyl Compounds for Accessing 3-Hydroxy-3-Furylisoindolinone Derivatives

Veerababurao Kavala; Li Chun Lin; Prakash Bhimrao Patil; Chia Chi Fang; Zih Yu Hong; Yi Ru Liou; Yu Nong Chen; Yin Zhi Weng; Sundaramoorthi Sarathkumar; Naidu Sambasiva Rao; Sundaram Suresh; Zongyan Jiang; Ching Fa Yao

doi:10.1002/adsc.202200235

Copper-Catalyzed Oxidative Cascade Inter-Molecular Double Cyclization of 2-Iodobenzamide Derivatives and Propargyl Dicarbonyl Compounds for Accessing 3-Hydroxy-3-Furylisoindolinone Derivatives

Veerababurao Kavala, Li Chun Lin, Prakash Bhimrao Patil, Chia Chi Fang, Zih Yu Hong, Yi Ru Liou, Yu Nong Chen, Yin Zhi Weng, Sundaramoorthi Sarathkumar, Naidu Sambasiva Rao, Sundaram Suresh, Zongyan Jiang, Ching Fa Yao^*

^*此作品的通信作者

化學系

研究成果: 雜誌貢獻 › 期刊論文 › 同行評審

2 引文斯高帕斯（Scopus）

摘要

A one-pot strategy for the synthesis of 3-hydroxy-3-furylisoindolinone derivatives is reported. The reaction proceeds via a copper-catalyzed oxidative cascade inter-molecular double cyclization of 2-iodobenzamide derivatives and propargyl dicarbonyl compounds in the presence of oxygen. The strategy involves several reactions including cyclization/coupling/double C(sp3)−H functionalization in a cascade manner. A wide range of 2-iodobenzamide substrates containing different substituents as well as various propargyldicarbonyl compounds and propargylsulfonyl aryl ketones can be used to access a variety of 3-hydroxy-3-furylisoindolinone derivatives. (Figure presented.).

原文	英語
頁（從 - 到）	2801-2814
頁數	14
期刊	Advanced Synthesis and Catalysis
卷	364
發行號	16
DOIs	https://doi.org/10.1002/adsc.202200235
出版狀態	已發佈 - 2022 8月 16

ASJC Scopus subject areas

催化
有機化學

存取文件

10.1002/adsc.202200235

其它文件與鏈接

CCDC 2145558: Experimental Crystal Structure Determination
Kavala, V. (Contributor), Lin, L.-C. (Contributor), Bhimrao Patil, P. (Contributor), Fang, C.-C. (Contributor), Hong, Z.-Y. (Contributor), Liou, Y.-R. (Contributor), Chen, Y.-N. (Contributor), Weng, Y.-Z. (Contributor), Sarathkumar, S. (Contributor), Sambasiva Rao, N. (Contributor), Suresh, S. (Contributor), Jiang, Z. (Contributor) & Yao, C.-F. (Contributor), Cambridge Crystallographic Data Centre, 2023
DOI: 10.5517/ccdc.csd.cc2b0mkk, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc2b0mkk&sid=DataCite
資料集: Dataset
CCDC 2145559: Experimental Crystal Structure Determination
Kavala, V. (Contributor), Lin, L.-C. (Contributor), Bhimrao Patil, P. (Contributor), Fang, C.-C. (Contributor), Hong, Z.-Y. (Contributor), Liou, Y.-R. (Contributor), Chen, Y.-N. (Contributor), Weng, Y.-Z. (Contributor), Sarathkumar, S. (Contributor), Sambasiva Rao, N. (Contributor), Suresh, S. (Contributor), Jiang, Z. (Contributor) & Yao, C.-F. (Contributor), Cambridge Crystallographic Data Centre, 2023
DOI: 10.5517/ccdc.csd.cc2b0mll, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc2b0mll&sid=DataCite
資料集: Dataset

引用此

Kavala, V., Lin, L. C., Bhimrao Patil, P., Fang, C. C., Hong, Z. Y., Liou, Y. R., Chen, Y. N., Weng, Y. Z., Sarathkumar, S., Sambasiva Rao, N., Suresh, S., Jiang, Z., & Yao, C. F. (2022). Copper-Catalyzed Oxidative Cascade Inter-Molecular Double Cyclization of 2-Iodobenzamide Derivatives and Propargyl Dicarbonyl Compounds for Accessing 3-Hydroxy-3-Furylisoindolinone Derivatives. Advanced Synthesis and Catalysis, 364(16), 2801-2814. https://doi.org/10.1002/adsc.202200235

Copper-Catalyzed Oxidative Cascade Inter-Molecular Double Cyclization of 2-Iodobenzamide Derivatives and Propargyl Dicarbonyl Compounds for Accessing 3-Hydroxy-3-Furylisoindolinone Derivatives. / Kavala, Veerababurao; Lin, Li Chun; Bhimrao Patil, Prakash 等.
於: Advanced Synthesis and Catalysis, 卷 364, 編號 16, 16.08.2022, p. 2801-2814.

研究成果: 雜誌貢獻 › 期刊論文 › 同行評審

Kavala, V, Lin, LC, Bhimrao Patil, P, Fang, CC, Hong, ZY, Liou, YR, Chen, YN, Weng, YZ, Sarathkumar, S, Sambasiva Rao, N, Suresh, S, Jiang, Z & Yao, CF 2022, 'Copper-Catalyzed Oxidative Cascade Inter-Molecular Double Cyclization of 2-Iodobenzamide Derivatives and Propargyl Dicarbonyl Compounds for Accessing 3-Hydroxy-3-Furylisoindolinone Derivatives', Advanced Synthesis and Catalysis, 卷 364, 編號 16, 頁 2801-2814. https://doi.org/10.1002/adsc.202200235

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title = "Copper-Catalyzed Oxidative Cascade Inter-Molecular Double Cyclization of 2-Iodobenzamide Derivatives and Propargyl Dicarbonyl Compounds for Accessing 3-Hydroxy-3-Furylisoindolinone Derivatives",

abstract = "A one-pot strategy for the synthesis of 3-hydroxy-3-furylisoindolinone derivatives is reported. The reaction proceeds via a copper-catalyzed oxidative cascade inter-molecular double cyclization of 2-iodobenzamide derivatives and propargyl dicarbonyl compounds in the presence of oxygen. The strategy involves several reactions including cyclization/coupling/double C(sp3)−H functionalization in a cascade manner. A wide range of 2-iodobenzamide substrates containing different substituents as well as various propargyldicarbonyl compounds and propargylsulfonyl aryl ketones can be used to access a variety of 3-hydroxy-3-furylisoindolinone derivatives. (Figure presented.).",

keywords = "2-Iodobenzamides, 3-Hydroxy-3-furylisoindolinone, Cascade, Copper, Double cyclization",

author = "Veerababurao Kavala and Lin, {Li Chun} and {Bhimrao Patil}, Prakash and Fang, {Chia Chi} and Hong, {Zih Yu} and Liou, {Yi Ru} and Chen, {Yu Nong} and Weng, {Yin Zhi} and Sundaramoorthi Sarathkumar and {Sambasiva Rao}, Naidu and Sundaram Suresh and Zongyan Jiang and Yao, {Ching Fa}",

note = "Publisher Copyright: {\textcopyright} 2022 Wiley-VCH GmbH.",

year = "2022",

month = aug,

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doi = "10.1002/adsc.202200235",

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AU - Kavala, Veerababurao

AU - Lin, Li Chun

AU - Bhimrao Patil, Prakash

AU - Fang, Chia Chi

AU - Hong, Zih Yu

AU - Liou, Yi Ru

AU - Chen, Yu Nong

AU - Weng, Yin Zhi

AU - Sarathkumar, Sundaramoorthi

AU - Sambasiva Rao, Naidu

AU - Suresh, Sundaram

AU - Jiang, Zongyan

AU - Yao, Ching Fa

PY - 2022/8/16

Y1 - 2022/8/16

N2 - A one-pot strategy for the synthesis of 3-hydroxy-3-furylisoindolinone derivatives is reported. The reaction proceeds via a copper-catalyzed oxidative cascade inter-molecular double cyclization of 2-iodobenzamide derivatives and propargyl dicarbonyl compounds in the presence of oxygen. The strategy involves several reactions including cyclization/coupling/double C(sp3)−H functionalization in a cascade manner. A wide range of 2-iodobenzamide substrates containing different substituents as well as various propargyldicarbonyl compounds and propargylsulfonyl aryl ketones can be used to access a variety of 3-hydroxy-3-furylisoindolinone derivatives. (Figure presented.).

AB - A one-pot strategy for the synthesis of 3-hydroxy-3-furylisoindolinone derivatives is reported. The reaction proceeds via a copper-catalyzed oxidative cascade inter-molecular double cyclization of 2-iodobenzamide derivatives and propargyl dicarbonyl compounds in the presence of oxygen. The strategy involves several reactions including cyclization/coupling/double C(sp3)−H functionalization in a cascade manner. A wide range of 2-iodobenzamide substrates containing different substituents as well as various propargyldicarbonyl compounds and propargylsulfonyl aryl ketones can be used to access a variety of 3-hydroxy-3-furylisoindolinone derivatives. (Figure presented.).

KW - 2-Iodobenzamides

KW - 3-Hydroxy-3-furylisoindolinone

KW - Cascade

KW - Copper

KW - Double cyclization

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Copper-Catalyzed Oxidative Cascade Inter-Molecular Double Cyclization of 2-Iodobenzamide Derivatives and Propargyl Dicarbonyl Compounds for Accessing 3-Hydroxy-3-Furylisoindolinone Derivatives

摘要

ASJC Scopus subject areas

存取文件

其它文件與鏈接

指紋

資料集

CCDC 2145558: Experimental Crystal Structure Determination

CCDC 2145559: Experimental Crystal Structure Determination

引用此