Domino Reaction for the Synthesis of Nitroolefin Heterocyclic Compound Via Thiazole Formation Followed by Claisen Rearrangement

Abstract

The Baylis-Hillman adducts derived from nitroolefins have been conveniently transformed into Claisen rearrangement. These substances, which include benzothiazole moiety, are very biologically reactive substances. This novel nitro derivative of 2-((E)-2-nitro-3-phenylallyloxy)-3-ethoxybenzaldehyde was simply treated with mole percentage of 2-(2-(2-aminophenyl) disulfanyl) benzenamine in melt reactive condition. Hence this novel 2-(benzo[d]thiazol-2-yl)-6-ethoxy-4-((E)-2-nitro-3-phenylallyl)phenol core unit compounds was very intrusting and new opportunities for the preparation of closely related to the different [3,3] sigmatropic rearrangements related to the Claisen rearrangement molecule. In situ production of a monomer succeeded from an intramolecular [4 + 2] cycloaddition reaction have been shown to be a solid-state melt reaction (SSMR) for the manufacturing of tetracyclic chromenopyran pyrimidinedione frameworks employing Baylis-Hillman derivatives. High stereoselectivity and stereospecificity were used to create the tetracyclic frameworks without the need of a catalyst or solvent. The isolated yield is very good, and the pure product can be obtained without using column chromatography for purification.