Free-Radical-Promoted Remote Unactivated C(sp3)-H Dehydrogenative Coupling Reaction of Free Alcohols with Quinone and Chromone

被引：7
|
作者：
Xu, Zhengbao [1 ]
Gao, Yameng [1 ]
Wang, Shanshan [1 ]
Zhang, Qili [1 ]
Zhang, Lizhi [2 ]
Shen, Liang [1 ]
机构：
[1] Shandong Univ Technol, Sch Life Sci & Med, Zibo 255000, Shandong, Peoples R China
[2] Shandong Univ Technol, Sch Chem & Chem Engn, Zibo 255000, Shandong, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 05期
关键词：
C-H CYANOALKYLATION; NATURAL-PRODUCTS; FUNCTIONALIZATION; HETEROARYLATION; HETEROCYCLES; GENERATION; OXIDATION; BONDS;
D O I：
10.1021/acs.joc.1c03021
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient free-radical-promoted unactivated C(sp(3))-H dehydrogenative coupling reaction of free alcohols at the delta position with quinone and chromone has been developed. This reaction has a good functional group tolerance and substrate scope; various alcohols reacted with quinones and chromones to give the corresponding C(sp(2))-H alkylation products in moderate to good yields. A gram-scale experiment can be successfully operated. This protocol provides a sustainable and practical strategy for the late-stage functionalization of alcohols with quinones and chromones by constructing the challenging delta-selective C(sp(3))-C(sp(2)) bond.
引用
收藏
页码：3461 / 3467
页数：7
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