Selective sulfonylation and isonitrilation of para-quinone methides employing TosMIC as a source of sulfonyl group or isonitrile group

• Chuanhua Qu,
• Run Huang,
• Yong Li,
• Tong Liu,
• Yuan Chen and
• Guiting Song

Beilstein J. Org. Chem. 2021, 17, 2822–2831, doi:10.3762/bjoc.17.193

• ; isonitrile diarylmethane; synthetic utility; Introduction Sulfones are ubiquitous units commonly found in marketed drugs and natural products. Because of their unique electronic and structural properties, they are often used in medicinal chemistry programs to search for anti-inflammatory, anti-HIV

• afford the desired product 3. General reaction procedure for synthesis of isonitrile diarylmethane 4: In an oven-dried glass tube p-QM 1 (0.2 mmol, 1.0 equiv), TosMIC (p-toluenesulfonyl isonitrile (2a, 0.4 mmol, 2.0 equiv), DBU (9 µL, 0.06 mmol, 0.3 equiv) were dissolved in MeCN (1 mL) and the reaction