Abstract
N-Sulfonyl amidines are developed from a Cu-catalyzed three-component reaction from sulfonyl hydrazines, terminal alkynes and sulfonyl azides in toluene at room temperature. Particularly, the intermediate N-sulfonylketenimines was generated via a CuAAC/ring-opening procedure and took a nucleophilic addition with the weak nucleophile sulfonyl hydrazines. In addition, the stability of the product was tested by a HNMR spectrometer.
Highlights
IntroductionAmidine derivatives derivatives are are important important privileged privileged scaffolds scaffolds in in medicinal medicinal chemistry [1–3], synthetic chemistry [4]
N-sulfonyl amidines amidines involved in the reaction of cyclic thioamides and thioacetamide derivatives with sulfonyl involved in the reaction of cyclic thioamides and thioacetamide derivatives with sulazides
When changing the substrates 1 to other corresponding products 4g–4m with yields of 73–89% and 4n–4q with yields of 78–86%, in sulfonyl hydrazines, such as 1g–1k, it could not obtain the desired products and give dewhich both the substituents led to high yields and were influenced slightly
Summary
Amidine derivatives derivatives are are important important privileged privileged scaffolds scaffolds in in medicinal medicinal chemistry [1–3], synthetic chemistry [4]. N-sulfonyl amidines and their functionalizations is highly required. N published maps and institutional affilcensee MDPI, Basel, Switzerland. N-sulfonyl amidines amidines involved in the reaction of cyclic thioamides and thioacetamide derivatives with sulfonyl involved in the reaction of cyclic thioamides and thioacetamide derivatives with sulazides [14,16–18], the phosphite-mediated. The sulfonamide reaction with formamide [21] and the sulfonyl ynamide rearrangement [22]. Cu-catalyzed multicomponent reaction of terminal alThe most thethe reaction of terminal alkynes, kynes, sulfonyl and amines, has been applied to synthesize numerous oxysulfonyl azidesazides and amines, whichwhich has been applied to synthesize numerous oxygengen-containing nitrogen-containing heterocyclic compounds [23–31]. Could take a mediate generated by Cu-catalyzed alkynes and sulfonyl azides [31–33] could take a nuclenucleophilic addition reaction with most amines, as show in Scheme. Copper-catalyzed reactionsalkynes, of the terminal sulfonyl azides and amines
Sign-in/Register to view highlights & summary Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
