Continuous Flow as Enabling Technology: Synthesis of Heteroaromatic Sulfinates as Bench Stable Cross-Coupling Partners

被引：8

作者：

Lima, Fabio ^{[1
,2
]}

Andre, Jerome ^{[2
]}

Marziale, Alexander ^{[2
]}

Greb, Andreas ^{[1
]}

Glowienke, Susanne ^{[3
]}

Meisenbach, Mark ^{[1
]}

Schenkel, Berthold ^{[1
]}

Martin, Benjamin ^{[1
]}

Sedelmeier, Joerg ^{[1
]}

机构：

[1] Novartis Pharma AG, Chem & Analyt Dev, CH-4056 Basel, Switzerland

[2] Novartis Inst Biomed Res, Global Discovery Chem, CH-4056 Basel, Switzerland

[3] Novartis Pharma AG, Novartis Inst Biomed Res, Preclin Safety, CH-4056 Basel, Switzerland

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 15期

关键词：

BORONIC ACIDS; ORGANOMETALLIC REAGENTS; SULFONYL FLUORIDES; DUAL CATALYSIS; ARYL; CHEMISTRY; DABSO; SULFONAMIDES; SALTS;

D O I：

10.1021/acs.orglett.0c02155

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enabling continuous flow setup for handling of unstable organolithium intermediates and synthesis of heteroaryl sulfinates on a multigram scale is described. The developed continuous flow process allows for the synthesis and simple isolation of heteroaryl sulfinates which are otherwise challenging to access in classical batch mode. The lithium sulfinate salts prepared by this method were shown to be efficient reaction partners in palladium catalyzed C(sp(2))-C(sp(2)) cross-coupling to access medicinally relevant bis-heteroaryl motifs.

引用

页码：6082 / 6085

页数：4

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