Publication | Open Access
Phosphorverbindungen ungewöhnlicher Koordination, 13. Abfangreaktionen von Phenyl-thioxophosphan durch [4+1]-CycIoaddition mit o-Chinonen/ Phosphorus Compounds with Unusual Coordination, 13 [1] Trapping Reactions of Phenyl Thioxophosphane by [4+1] Cycloaddition with o-Quinones
14
Citations
0
References
1986
Year
EngineeringUnusual CoordinationBiochemistryHeterocyclicAbstract Phenyl ThioxophosphaneNatural SciencesOrganic ChemistrySynthetic ChemistryPhenyl ThioxophosphaneChemistryHeterocycle ChemistryThermal CycloreversionPhenol DerivativesBiomolecular EngineeringPhenyl-thioxophosphan Durch
Abstract Phenyl thioxophosphane (1) - generated by thermal cycloreversion from 7 along with the dihydropyridazine 8 - is trapped by [4+1] cycloaddition with the o-quinones 9a-f by formation of the dioxaphospholsulfides 10a-f. Solvolysis of 10a-c, e and f with m ethanol yields the phenol derivatives 12a-e (in the case of 10b the isomer 12b′ is formed, too). This reaction is reversible (12a-c→10a-c) and accompanied by formation of the isomers 13a-c. The phenanthrene quinone methanide 14 is also suitable for the trapping reaction of 1 (→15→17).