Synthesis of sodium aryl sulfinates from aryl bromides employing 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) as a bench-stable, gas-free alternative to SO₂

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• 作者：Bobo Skillinghaug ; Jonas Rydfjord ; Luke R. Odell ; ^{Luke.Odell@orgfarm.uu.se" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Sodium sulfinate ; Sulfur dioxide surrogate ; DABSO
• 刊名：Tetrahedron Letters
• 出版年：2016
• 出版时间：3 February 2016
• 年：2016
• 卷：57
• 期：5
• 页码：533-536
• 全文大小：3859 K

文摘

A convenient two-step protocol for the synthesis of sodium aryl sulfinates from aryl bromides and the SO₂ surrogate 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) has been developed. A wide range of aryl bromides with respect to electronic properties were employed to give the corresponding sodium arylsulfinates in good to excellent yields. The protocol is especially efficient for electron poor aryl bromides which are often difficult to prepare using existing methods.