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A new method for the generation of α‐nitrosoolefins from ketooximes and its application to the synthesis of 5,6‐dihydro‐4 H ‐1,2‐oxazine derivatives
Author(s) -
Gaonkar S. L.,
Rai K. M. Lokanatha
Publication year - 2005
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.5570420520
Subject(s) - chemistry , ethylamine , yield (engineering) , methylene , chloramine t , organic chemistry , medicinal chemistry , combinatorial chemistry , metallurgy , materials science
Reaction of ketooximes containing α‐methylene group with chloramine‐T followed by treatment with tri‐ethylamine leads to the formation of α‐nitrosoolefins via α‐nitrosochloride, which can react in situ intermol‐ecularly with olefinic compounds to produce 5,6‐dihydro‐4 H ‐1,2‐oxazine derivatives in good yield.