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Thermolysis-Induced Two- or Multicomponent Tandem Reactions Involving Isocyanides and Sulfenic-Acid-Generating Sulfoxides: Access to Diverse Sulfur-Containing Functional Scaffolds

Shengfeng Wu, Xiaofang Lei, Erkang Fan and Zhihua Sun*

*College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, 333 Longteng Road, Shanghai 201620, China, Email: sungarisgmail.com

S. Wu, X. Lei, E. Fan, Z. Sun, Org. Lett., 2018, 20, 522-525.

DOI: 10.1021/acs.orglett.7b03593 (free Supporting Information)


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Abstract

Direct reaction of isocyanides with sulfoxides affords thiocarbamic acid S-esters in very good yields. In addition, multicomponent reactions involving isocyanide, sulfoxide, and a suitable nucleophile provide a diverse range of sulfur-containing compounds, including isothioureas, carbonimidothioic acid esters, and carboximidothioic acid esters.

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Key Words

thiocarbamates, isothioureas, multicomponent reactions


ID: J54-Y2018