Ruthenium-Catalyzed 1,6-Hydroalkylation of para-Quinone Methides with Ketones via the in Situ Activation of C(sp3)-H Bonds - 成果

Ruthenium-Catalyzed 1,6-Hydroalkylation of para-Quinone Methides with Ketones via the in Situ Activation of C(sp³)-H Bonds

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成果类型：

期刊论文

作者：

Shang, Wenli;Zhu, Longzhi;Li, Zikang;Xu, Weifeng;Xiong, Biquan*;...

通讯作者：

Xiong, BQ;Xiong, Biquan;Wong, WY;Yin, SF

作者机构：

[Liu, Yu; Tang, Ke-Wen; Xu, Weifeng; Shang, Wenli; Xiong, Biquan; Zhu, Longzhi] Hunan Inst Sci & Technol, Dept Chem & Chem Engn, Yueyang 414006, Peoples R China.

[Li, Zikang; Wong, Wai-Yeung; Xiong, Biquan] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hung Hom, Hong Kong 999077, Peoples R China.

[Li, Zikang; Wong, Wai-Yeung; Xiong, Biquan] Hong Kong Polytech Univ, Res Inst Smart Energy, Hung Hom, Hong Kong 999077, Peoples R China.

[Qian, Peng-Cheng] Wenzhou Univ, Inst New Mat & Ind Technol, Coll Chem & Mat Engn, Key Lab Environm Funct Mat Technol & Applicat Wenz, Wenzhou 325035, Peoples R China.

[Yin, Shuang-Feng; Yin, SF] Hunan Univ, Coll Chem & Chem Engn, Adv Catalyt Engn Res Ctr, Minist Educ,State Key Lab Chemo Biosensing & Chemo, Changsha 410082, Peoples R China.

通讯机构：

[Xiong, BQ; Xiong, BQ ; Wong, WY ; Yin, SF ] H

Hunan Inst Sci & Technol, Dept Chem & Chem Engn, Yueyang 414006, Peoples R China.

Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Hung Hom, Hong Kong 999077, Peoples R China.

Hong Kong Polytech Univ, Res Inst Smart Energy, Hung Hom, Hong Kong 999077, Peoples R China.

Hunan Univ, Coll Chem & Chem Engn, Adv Catalyt Engn Res Ctr, Minist Educ,State Key Lab Chemo Biosensing & Chemo, Changsha 410082, Peoples R China.

语种：

英文

期刊：

JOURNAL OF ORGANIC CHEMISTRY

ISSN：

0022-3263

年：

2023

卷：

期：

页码：

16196-16215

DOI：

10.1021/acs.joc.3c01661

基金类别：

National Natural Science Foundation of China [21725602, 21908050]; National Natural Science Foundation of China [2023JJ30274, 2023JJ30275]; Natural Science Foundation of Hunan Province; Opening Project of Wenzhou Association for Science and Technology (WZAST) [GHP/038/19GD]; CAS-Croucher Funding Scheme for Joint Laboratories, ITC Guangdong-Hong Kong Technology Cooperation Funding Scheme (TCFS) [847S]; Research Institute for Smart Energy (CDAQ)

机构署名：

本校为通讯机构

院系归属：

理学院

摘要：

A simple and efficient method for the ruthenium-catalyzed 1,6-hydroalkylation of para-quinone methides (p-QMs) with ketones via the in situ activation of C(sp(3))-H bonds has been disclosed. Without the need for preactivation of the substrates and oxidant, a broad range of p-QMs and ketones are well tolerated, producing the expected 1,6-hydroalkylation products with moderate to good yields. Step-by-step control experiments and DFT calculation were conducted systematically to gain insights for the plausible reaction mechanism. This finding may h...

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