Synthesis of Sulfilimines via Multicomponent Reaction of Arynes, Sulfamides, and Thiosulfonates
Pei Xie, Yating Zheng, Yuping Luo, Jinyun Luo, Leifang Wu, Zhihua Cai, Lin He
Abstract
In this work, a facile and efficient method for the synthesis of sulfilimines through multicomponent reaction of arynes, sulfamides, and thiosulfonates was developed. A variety of structurally diverse substrates and functional groups were very compatible in the reaction, giving the corresponding sulfilimines in good to high yields. This protocol could be conducted on a gram scale, and the product was easily converted to sulfide and sulfoximine. Mechanism studies revealed that sulfenamide generated in situ is the key intermediate for the reaction.
Topics & Concepts
ChemistryAryneSulfenamideCombinatorial chemistryReaction conditionsSulfideComputational chemistryOrganic chemistryCatalysisNatural rubberVulcanizationCyclization and Aryne ChemistrySynthesis and Catalytic ReactionsCatalytic Alkyne Reactions