Metal‐Free Oxidative Decarboxylative Heteroannulation of Alkynyl Carboxylic Acids with Sulfinates and tert‐Butyl Nitrite toward 2,2‐Disulfonyl‐2H‐Azirines,ChemCatChem

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Metal‐Free Oxidative Decarboxylative Heteroannulation of Alkynyl Carboxylic Acids with Sulfinates and tert‐Butyl Nitrite toward 2,2‐Disulfonyl‐2H‐Azirines
ChemCatChem ( IF 3.8 ) Pub Date : 2020-03-05 , DOI: 10.1002/cctc.201902400
Xin Yue ₁ , Xingyi He ₁ , Yan‐Chen Wu ₁ , Ming Hu ₁ , Shuang Wu ₁ , Ye‐Xiang Xie ₁ , Jin‐Heng Li _{1,

2}

Affiliation

A new TBAF (tetrabutylammonium fluoride)‐promoted TBHP (tert‐butyl hydroperoxide)‐mediated decarboxylative heteroannulation cascades of alkynyl carboxylic acids with sodium sulfinates and TBN (tert‐butyl nitrite) has been developed for producing 2,2‐disulfonyl‐2H‐azirines under metal‐free conditions. By employing readily available tert‐butyl nitrite as the nitrogen source, the method enable the formation of four new chemical bonds in a single reaction through decarboxylation, sulfonylatyion and nitrogen‐incorporation annulation cascades, and provides an efficient access to disulfonylated 2H‐azirines.

中文翻译：

烷基磺酸与亚磺酸盐和亚硝酸叔丁酯的无金属氧化脱羧杂环化反应，向2,2-二磺酰基-2H-Azirines

一个新的TBAF（四丁基氟化铵）促进的TBHP（叔丁基过氧化氢）介导的脱羧杂环化级联炔羧酸与亚磺酸的钠和TBN（叔丁基亚硝酸盐）已经用于生产2,2-二磺酰-2被开发ħ不含金属的偶氮基。通过使用现成的亚硝酸叔丁酯作为氮源，该方法能够通过脱羧，磺酰赖氨酸和氮掺入环合级联反应在单个反应中形成四个新的化学键，并提供了高效获得二磺酰化2 H-叠氮基的途径。

更新日期：2020-03-05

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