Direct Synthesis of Sulfonimidoyl Guanidines from Sulfonimidoyl Azides under Dual (Cobalt and Photoredox) Catalysis. Issue 6 (15th February 2022)

• Record Type: Journal Article
• Authors: Ravindra, S.; Nayak, Abinash; Irfana Jesin, C. P.; Chandra Nandi, Ganesh
• Is Part Of: Advanced synthesis & catalysis. Volume 364:Issue 6(2022)
• Page Start: 1144
• Page End: 1149
• Publication Date: 2022-02-15
• Subjects: Sulfonimidoyl azide -- Sulfonimidoyl guanidine -- Sulfonimidoyl isourea -- Sulfonimidoyl isothiourea -- Dual catalysis; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202101432
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A visible‐light (456 nm) promoted dual catalytic (cobalt‐/photoredox) method for the direct synthesis of sulfonimidoyl guanidine via three‐component reaction of aryl amine, isonitrile and sulfonimidoyl azide (as nitrene source) is developed. The protocol is fast, mild and provides products with a wide range of substrates in 56–86% yields. Additionally, the replacement of aryl amine with alcohol and thiol as nucleophile leads to the formation of sulfonimidoyl isourea and sulfonimidoyl isothiourea respectively, which are not yet reported in the literature. Abstract :