Hydrogenolysis of the CO bond of the 1,2,4‐oxadiazine ring. Adams platinum hydrogenation of 3‐aryl‐5,6‐dihydro‐5‐(substituted)‐methylene‐4 H ‐1,2,4‐oxadiazine derivatives | Zendy

Kawashima Etsuko | Zendy; Takada Toyozo | Zendy; Tabei Katsumi | Zendy; Kato Tetsuzo | Zendy

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Hydrogenolysis of the CO bond of the 1,2,4‐oxadiazine ring. Adams platinum hydrogenation of 3‐aryl‐5,6‐dihydro‐5‐(substituted)‐methylene‐4 H ‐1,2,4‐oxadiazine derivatives

Author(s) -

Kawashima Etsuko,

Takada Toyozo,

Tabei Katsumi,

Kato Tetsuzo

Publication year - 1985

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570220557

Subject(s) - chemistry , hydrogenolysis , aryl , methylene , platinum , derivative (finance) , benzamide , stereochemistry , medicinal chemistry , ring (chemistry) , organic chemistry , catalysis , alkyl , financial economics , economics

Adams platinum hydrogenation of Z ‐3‐aryl‐5,6‐dihydro‐5‐(substituted)methylene‐4 H ‐1,2,4‐ oxadiazine ( 1a‐f ) proceeds very slowly through CO bond fission to give N ‐(1‐substitutedcarbonyl‐2‐propylidene)benzamide ox‐ime derivative 2 as the main product. In the reaction of 5‐(arylcarbamoyl)methylene analogues 1d‐f , 5‐(aryl‐carbamoyl)methyl‐5,6‐dihydro‐3‐phenyl‐4 H ‐1,2,4‐oxadiazine ( 4 ) and N ‐aryl‐3‐hydroxybutanamide derivative 5 are also obtained as well as compound 2 .

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