5697-44-9Relevant articles and documents
A Concise Route to 2-Sulfonylacetonitriles from Sodium Metabisulfite
Yao, Yanfang,Yin, Ziqing,Chen, Weiyun,Xie, Wenlin,He, Fu-Sheng,Wu, Jie
, p. 570 - 574 (2020/12/09)
A three-component reaction of aryldiazonium tetrafluoroborates, sodium metabisulfite, and 3-azido-2-methylbut-3-en-2-ol under mild conditions is described. By using abundant and cheap sodium metabisulfite as the sulfur dioxide surrogate, this protocol features good functional group compatibility, affording 2-arylsulfonylacetonitriles in moderate to good yields. The reaction proceeds smoothly at room temperature without the need of any catalysts or additives. Moreover, the synthetic utility of this method is demonstrated by the transformation of 2-arylsulfonylacetonitrile into 2-arylsulfonyl acetamide and 2-arylsulfonylethylamine. (Figure presented.).
Reductive radical-initiated 1,2-C migration assisted by an azidyl group
Song, Jin-Na,Wang, Zikun,Zhang, Xueying,Zhang, Zhansong
, p. 7921 - 7926 (2020/08/19)
We report here a novel reductive radical-polar crossover reaction that is a reductive radical-initiated 1,2-C migration of 2-azido allyl alcohols enabled by an azidyl group. The reaction tolerates diverse migrating groups, such as alkyl, alkenyl, and aryl groups, allowing access to n+1 ring expansion of small to large rings. The possibility of directly using propargyl alcohols in one-pot is also described. Mechanistic studies indicated that an azidyl group is a good leaving group and provides a driving force for the 1,2-C migration. This journal is
Preparation method of sulfonyl acetonitrile compound
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Paragraph 0019-0022, (2020/08/30)
The invention belongs to the technical field of organic chemistry, and particularly relates to a preparation method of sulfonyl acetonitrile compounds. The structure of the compound is characterized by 1H NMR, 13C NMR and other methods and is confirmed. The method comprises the following steps: taking 2, 2-dichloroethane as a solvent and aryl diazonium salt and sodium pyrosulfite (Na2S2O5) as a catalyst without metal catalyst, generating aryl sulfonyl free radicals on site at room temperature, carrying out free radical addition reaction on 3-azido-2-methylbutyl-3-ene-2-ol, and removing monomolecular nitrogen and 2-hydroxypropyl free radicals to obtain the sulfonyl acetonitrile compound. The preparation method of the sulfonyl acetonitrile compound has the advantages of being mild in condition, simple, efficient, high in reaction yield, wide in substrate application range, good in product purity, convenient to separate and purify and good in application value.