Title of article
One-pot synthesis of 1,4-dihydro-3,1-benzoxazine-2-thiones by the reaction of 2-lithiophenyl isothiocyanates with aldehydes or ketones
Author/Authors
Kazuhiro Kobayashi، نويسنده , , Yuki Yokoi، نويسنده , , Toshihide Komatsu، نويسنده , , Hisatoshi Konishi، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2010
Pages
4
From page
9336
To page
9339
Abstract
An efficient one-pot method for the synthesis of 4-monosubstituted and 4,4-disubstituted 1,4-dihydro-3,1-benzoxazine-2-thiones has been developed. Treatment of 2-bromophenyl isothiocyantes with butyllithium in THF at −78 °C generates 2-lithiophenyl isothiocyanates, which are allowed to react with various carbonyl compounds, including aldehydes, ketones, and butanolide, to give the corresponding desired products in moderate to good yields.
Keywords
cyclization reaction , 1 , 2-Lithiophenyl isothiocyanates , 1-benzoxazine-2-thiones , Nucleophilic addition , 4-dihydro-3 , Bromine-lithium exchange
Journal title
Tetrahedron
Serial Year
2010
Journal title
Tetrahedron
Record number
1102706
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