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Copper-free Sandmeyer-type Reaction for the Synthesis of Sulfonyl Fluorides.
Organic Letters ( IF 4.9 ) Pub Date : 2020-03-31 , DOI: 10.1021/acs.orglett.0c00823 Tao Zhong 1 , Meng-Ke Pang 1 , Zhi-Da Chen 1 , Bin Zhang 1 , Jiang Weng 1 , Gui Lu 1
Organic Letters ( IF 4.9 ) Pub Date : 2020-03-31 , DOI: 10.1021/acs.orglett.0c00823 Tao Zhong 1 , Meng-Ke Pang 1 , Zhi-Da Chen 1 , Bin Zhang 1 , Jiang Weng 1 , Gui Lu 1
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A copper-free Sandmeyer-type fluorosulfonylation reaction is reported. Utilizing Na2S2O5 and Selectfluor as the sulfur dioxide and fluorine sources, respectively, aryldiazonium salts were transformed into sulfonyl fluorides. The one-pot direct synthesis of sulfonyl fluorides from aromatic amines was also realized via in situ diazotization. The practicality of this method was demonstrated by the broad functional group tolerance, gram-scale synthesis, and late-stage fluorosulfonylation of natural products and pharmaceuticals.
中文翻译：
合成磺酰氟的无铜Sandmeyer型反应。
据报道，无铜Sandmeyer型氟磺酰化反应。利用Na 2 S 2 O 5和Selectfluor分别作为二氧化硫和氟源，将芳基重氮盐转化为磺酰氟。还可以通过原位重氮化实现一锅直接由芳族胺合成磺酰氟的方法。天然产品和药物的广泛官能团耐受性，克级合成以及后期的氟磺酰化证明了该方法的实用性。
更新日期：2020-04-24
中文翻译：
合成磺酰氟的无铜Sandmeyer型反应。
据报道，无铜Sandmeyer型氟磺酰化反应。利用Na 2 S 2 O 5和Selectfluor分别作为二氧化硫和氟源，将芳基重氮盐转化为磺酰氟。还可以通过原位重氮化实现一锅直接由芳族胺合成磺酰氟的方法。天然产品和药物的广泛官能团耐受性，克级合成以及后期的氟磺酰化证明了该方法的实用性。
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