Base‐promoted Oxidative Sulfuration/Cyclization to Construct Naphtho[2,3‐d]thiazole through Three‐component Reaction Using S<sub>8</sub> as the Sulfur Source
Zihua Yu, Junyi Su, Chenxi Huang, Jie Wei, Liang Han, Qing Ye, Yujin Li
Abstract
Abstract A base‐promoted three‐component oxidative sulfuration/cyclization reaction of 2‐amino‐1,4‐naphthoquinone, aldehyde and elemental sulfur was developed. The naphtho[2,3‐d]thiazole ring was determined by forming two C−S bonds and one C=N bond, which demonstrates the advantages of cheap raw materials, no transition metal, and economic efficiency. The substrate scope was broad with aromatic and aliphatic aldehydes. The mechanistic study might promote the reaction design for a oxidative sulfuration/cyclization reaction.
Topics & Concepts
ChemistryThiazoleAldehydeSulfurBase (topology)Oxidative phosphorylationSubstrate (aquarium)Component (thermodynamics)Combinatorial chemistryOrganic chemistryMedicinal chemistryCatalysisMathematicsPhysicsMathematical analysisOceanographyGeologyThermodynamicsBiochemistrySulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCatalytic C–H Functionalization Methods