Synthesis of Sulfones via Ru(II)-Catalyzed Sulfination of Boronic Acids

被引：17

作者：

Gulbe, Krista ^{[1
]}

Turks, Maris ^{[1
]}

机构：

[1] Riga Tech Univ, Fac Mat Sci & Appl Chem, Inst Technol Organ Chem, LV-1048 Riga, Latvia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 08期

关键词：

C-H ARYLATION; PALLADIUM-CATALYZED AMINOSULFONYLATION; SULFUR-DIOXIDE; ARYLBORONIC ACIDS; POTASSIUM METABISULFITE; 3-COMPONENT REACTION; ASYMMETRIC ADDITION; ME-BIPAM; ARYL; ESTERS;

D O I：

10.1021/acs.joc.9b03403

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ruthenium(II) complexes catalyze the insertion of sulfur dioxide into (het)aryl and alkenyl boronic acids. The transmetalation-sulfination process proceeds with DABSO in the presence of 5 mol % RuCl2(PPh3)(3) in methanol at 100 degrees C. The intermediate sulfinate salt can be quenched with various electrophiles such as alkyl halides, epoxides, Michael acceptors, and lambda(3)-iodanes in moderate to good yields. The reported sulfone synthesis can be performed either as a direct one-pot or one-pot two-step procedure depending on the reactivity of the electrophile.

引用

页码：5660 / 5669

页数：10

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