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Metal-Free, Acid-Catalyzed 1,6-Conjugate Addition of NH-Sulfoximines to <i>para</i>-Quinone Methides: Accessing to Diarylmethine Imino Sulfanone

Satish G. More, Bapurao D. Rupanawar, Gurunath Suryavanshi

2021The Journal of Organic Chemistry32 citationsDOI

Abstract

We have reported an efficient and metal-free method for the construction of α-diarylmethine imino sulfanone using acid-catalyzed 1,6-conjugate addition of sulfoximines on para-quinine methides (p-QMs). This method showed broad functional group tolerance and a wide range of substrate scope with good to excellent yield. The excellent protocol exhibits mild reaction conditions with high atom economy. The practicability of the present method was supported by a Gram-scale reaction.

Topics & Concepts

ChemistryConjugateYield (engineering)Substrate (aquarium)CatalysisFunctional groupCombinatorial chemistryMetalScope (computer science)Addition reactionReaction conditionsAtom economyOrganic chemistryMaterials sciencePolymerComputer scienceMathematicsMetallurgyMathematical analysisOceanographyGeologyProgramming languageSynthesis of Indole DerivativesSulfur-Based Synthesis TechniquesChemical Synthesis and Reactions
Metal-Free, Acid-Catalyzed 1,6-Conjugate Addition of NH-Sulfoximines to <i>para</i>-Quinone Methides: Accessing to Diarylmethine Imino Sulfanone | Litcius