Design and synthesis of a novel intercalating isoxazolyl bis‐lexitropsin conjugate | Zendy

Han Xiaochun | Zendy; Natale Nicholas R. | Zendy

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Design and synthesis of a novel intercalating isoxazolyl bis‐lexitropsin conjugate

Author(s) -

Han Xiaochun,

Natale Nicholas R.

Publication year - 2001

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.5570380216

Subject(s) - chemistry , dimethyl acetylenedicarboxylate , nitrile , isoxazole , yield (engineering) , conjugate , anthracene , medicinal chemistry , molar ratio , oxide , organic chemistry , cycloaddition , catalysis , mathematical analysis , materials science , mathematics , metallurgy

9‐Anthracene nitrile oxide directly generated from 9‐anthracenealdoxime and N ‐chlorosuccinamide (NCS), reacts with dimethyl acetylenedicarboxylate (DMAD) and affords the corresponding 3‐(9′‐anthra‐cenyl)‐isoxazole‐4,5‐dicarboxylic acid ester ( 3 ) with good yield in a very short period. Double activation reaction between ( 3 ) and hydrogenated lexitropsin ( 5 ) in a 1:2 molar ratio, produced a bis‐lexitropsin product ( 6 ) (major product) and mono‐lexitropsin product ( 7 ).

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