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A new convenient method for the synthesis of 2 H ‐1,4‐benzoxazine derivatives from nitroketones via intramolecular reductive cyclization
Author(s) -
Ju Joung Meyoung,
Ahn Jin Hee,
Kim Hoe Moon,
Yoon Nung Min,
Kim Kee Won,
Kang Jae Hoon,
Lee Seok Joon
Publication year - 2002
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.5570390534
Subject(s) - chemistry , triethylamine , quinoline , intramolecular force , pyridine , palladium , medicinal chemistry , organic chemistry , combinatorial chemistry , catalysis
Dedicated to Professor Herbert C. Brown on the occasion of his 90 th birthday. Potentially bioactive 2 H ‐1,4‐benzoxazine derivatives could be conveniently prepared in one step from the corresponding nitroketones using 10% palladium on carbon with triethylamine in the presence of hydrogen (Pd/C‐TEA‐H 2 ) system. Several other tertiary amines such as nicotine, pyridine, and quinoline also could be used, but TEA gave the best results.