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A new convenient method for the synthesis of 2H-1,4-benzoxazine derivatives from nitroketones via intramolecular reductive cyclization

✍ Scribed by Meyoung Ju Joung; Jin Hee Ahn; Hoe Moon Kim; Nung Min Yoon; Kee Won Kim; Jae Hoon Kang; Seok Joon Lee


Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
56 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

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.


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