Ruthenium(II)-Catalyzed Remote C-H Sulfonylation of 2-Pyridones

被引：8
|
作者：
Yang, Fengqi [1 ]
Zhou, Pengfei [1 ]
Huang, Zeng [1 ]
Liao, Junqiu [1 ]
Huang, Guan [1 ]
Liang, Taoyuan [1 ]
Zhang, Zhuan [1 ]
机构：
[1] Guangxi Univ, Sch Chem & Chem Engn, Guangxi Coll & Univ Key Lab Appl Chem Technol & Re, Guangxi Key Lab Electrochem Energy Mat, Nanning 530004, Peoples R China
来源：
ORGANIC LETTERS | 2023年 / 25卷 / 31期
关键词：
DIRECT ALKYLATION; FUNCTIONALIZATION; ARYLATION; SULFONES; ALKYNYLATION; HETEROCYCLES; DERIVATIVES;
D O I：
10.1021/acs.orglett.3c02004
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, a ruthenium-mediated remoteC-H mono- and disulfonylationof 2-pyridones with arylsulfonyl chlorides is developed. The catalyticsystem consisting of a [Ru(p-cymene)Cl-2](2) catalyst and KOAc additive allows 2-pyridones to undergoC3,C5-disulfonylation in 1,4-dioxane, and C5-sulfonylation when theC3-position of 2-pyridones is blocked. The successful transformationof the products and late-stage modification of estrone further highlightedthe potential utility and significance of this synthetic protocol.Preliminary mechanistic studies indicated that the remote regioselectivitymight be dictated via chelation-assisted ruthenation.
引用
收藏
页码：5779 / 5783
页数：5
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