Pd-Catalyzed Conversion of Aryl Iodides to Sulfonyl Fluorides Using SO2 Surrogate DABSO and Selectfluor

被引：151

作者：

Tribby, Ariana L. ^{[1
]}

Rodriguez, Ismerai ^{[1
]}

Shariffudin, Shamira ^{[2
]}

Ball, Nicholas D. ^{[1
]}

机构：

[1] Pomona Coll, Dept Chem, 645 North Coll Ave, Claremont, CA 91711 USA

[2] Amherst Coll, Dept Chem, AC 2243, Amherst, MA 01002 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 04期

关键词：

CLICK CHEMISTRY; SULFUR-DIOXIDE; SULFONAMIDES; HALIDES; PROBES; AGENTS; SUFEX; THIOSULFONATES; DISULFIDES; ANTICANCER;

D O I：

10.1021/acs.joc.7b00051

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot Pd-catalyzed conversion of aryl iodide to aryl sulfonyl fluorides using DABSO and Selectfluor has been developed generating aryl sulfonyl fluorides in good to excellent yields. The reaction results in the generation of electronically and sterically diverse sulfonyl fluorides. Additionally, sulfonyl fluorides can be converted to aryl sulfonamides and sulfonic esters using Cs2CO3 under mild conditions.

引用

页码：2294 / 2299

页数：6

共 43 条

[1] Pd-Catalyzed Conversion of Aryl Iodides to Sulfonyl Fluorides Using SO2 Surrogate DABSO and Selectfluor (vol 82, pg 2294, 2017)
Tribby, Ariana L.
Rodriguez, Ismerai
Shariffudin, Shamira
Ball, Nicholas D.
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (11): : 5993 - 5993
[2] Pd-Catalyzed Reductive Cross-Coupling of Allylic Esters with Aryl Iodides Involving the Insertion of SO2
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[3] Evidence for in Situ Catalyst Modification during the Pd-Catalyzed Conversion of Aryl Triflates to Aryl Fluorides
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[4] Sandmeyer Chlorosulfonylation of (Hetero)Aromatic Amines Using DABSO as an SO2 Surrogate
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[5] Design and Applications of a SO2 Surrogate in Palladium-Catalyzed Direct Aminosulfonylation between Aryl Iodides and Amines
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[6] Palladium-Catalyzed Aminosulfonylation of Aryl Iodides by using Na2SO3 as the SO2 Source
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[7] Supported Pd-catalyzed decarboxylative carbonylation reaction of 2-alkynoic acids and aryl iodides
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[9] Pd-Catalyzed Regio- and Enantioselective Aminoarylation of Allenols with Aryl Iodides and 2-Pyridones
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[10] Synthesis of aryl sulfonyl fluorides from aryl sulfonyl chlorides using sulfuryl fluoride (SO2F2) as fluoride provider
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