Palladium-Catalyzed C-H Direct Arylation of Uracils and Caffeines with Arenes Using Molecular Oxygen as the Sole Oxidant

doi:10.6023/cjoc201802008

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (8): 2076-2084.DOI: 10.6023/cjoc201802008 Previous Articles Next Articles

Special Issue: 碳氢活化合辑2018-2019

Articles

氧气作为唯一氧化剂的钯催化咖啡因或尿嘧啶C-H键直接芳基化反应

潘帼帅^a, 吴孔川^a, 邓泽颖^a, 张馨予^a, 张晓凤^a, 林深^a, 黄秋锋^a,b

a 福建师范大学化学与材料学院福州 350007;
b 福建省高分子材料重点实验室福州 350007

收稿日期:2018-02-04 修回日期:2018-03-25 发布日期:2018-04-13
通讯作者: 黄秋锋 E-mail:qiufenghuang@fjnu.edu.cn
基金资助:
国家自然科学基金（No.6152010615）、福建省自然科学基金（No.2017J01572）、福建省教育厅青年重点基金（No.JZ160424）和福建省高校新世纪人才基金和福建师范大学省级大学生创新训练计划（No.201710394061）资助项目.

Palladium-Catalyzed C-H Direct Arylation of Uracils and Caffeines with Arenes Using Molecular Oxygen as the Sole Oxidant

Pan Guoshuai^a, Wu Kongchuan^a, Deng Zeying^a, Zhang Xinyu^a, Zhang Xiaofeng^a, Lin Shen^a, Huang Qiufeng^a,b

a College of Chemistry & Materials Science, Fujian Normal University, Fuzhou 350007;
b Key Laboratory of Polymer Materials of Fujian Province, Fuzhou 350007

Received:2018-02-04 Revised:2018-03-25 Published:2018-04-13
Contact: 10.6023/cjoc201802008 E-mail:qiufenghuang@fjnu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (No. 6152010615), the Natural Science Foundation of Fujian Province (No. 2017J01572), the Foundation of Fujian Educational Committee (No. JZ160424), the Fujian Province University Fund for New Century Excellent Talents, and Undergraduate Training Program for Innovation and Entrepreneurship (No. 201710394061).

1. Palladium-Catalyzed C-H Direct Arylation of Uracils and Caffeines with Arenes Using Molecular Oxygen as the Sole Oxidant.PDF(8838KB)

Abstract

Palladium-catalyzed cross-dehydrogenative coupling of uracil or caffeine with unactivated arenes has been developed. The approach was characterized by using atmospheric pressure of molecular oxygen as the sole oxidant. Functional groups such as halo, ester, nitro, nitrile and ether are well-tolerated under the reaction conditions. This novel strategy provides a straightforward, facile and economical route to C6-aryl uracil derivatives or C8-aryl caffeine derivatives.

Key words: palladium, caffeine, uracil, C-H bond, arylation, oxygen

Cite this article

Pan Guoshuai, Wu Kongchuan, Deng Zeying, Zhang Xinyu, Zhang Xiaofeng, Lin Shen, Huang Qiufeng. Palladium-Catalyzed C-H Direct Arylation of Uracils and Caffeines with Arenes Using Molecular Oxygen as the Sole Oxidant[J]. Chin. J. Org. Chem., 2018, 38(8): 2076-2084.

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氧气作为唯一氧化剂的钯催化咖啡因或尿嘧啶C-H键直接芳基化反应

Palladium-Catalyzed C-H Direct Arylation of Uracils and Caffeines with Arenes Using Molecular Oxygen as the Sole Oxidant

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