Metal-Free α-C(sp3)-H Methylenation of Aryl Ketones to Form γ-Keto Sulfoxides with Dimethyl Sulfoxide

被引：0
作者：
Xiao, Duoduo [1 ]
Zhang, Jiantao [1 ]
Zhou, Peng [1 ]
Liu, Weibing [1 ]
机构：
[1] Guangdong Univ Petrochem Technol, Coll Chem, Maoming 525000, Guangdong, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 43卷 / 11期
基金：
中国国家自然科学基金;
关键词：
aryl ketone; C(sp(3))-H methylenation; metal-free; gamma-keto sulfoxides; regioselectivity; DMSO; ARYLATION; IODINE; BOND; FUNCTIONALIZATION; DERIVATIVES; OXIDATION; PYRIDINES; ACCESS; FURANS;
D O I：
10.6023/cjoc202304011
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A direct alpha-C(sp(3))-H methylenation of aryl ketones to form gamma-keto sulfoxides via C(sp(3))-H functionalization with dimethyl sulfoxide has been developed. This method is applicable to a wide range of aryl ketones. Moreover, dimethyl sulfoxide (DMSO) in this reaction is used not only as solvent but also as a sulfur-containing unit. The practical value of this transformation highlights the efficient and robust one-pot synthesis of gamma-keto sulfoxides. Based on the preliminary experiments, a plausible reaction mechanism is proposed.
引用
收藏
页码：3900 / 3906
页数：7
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