One-pot synthesis of 4-substituted 4-alkoxy-1,4-dihydro-3,1-benzoxazine-2-thiones by the reaction of 2-isothiocyanatobenzoates with organolithiums |
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| Authors: | Kazuhiro Kobayashi Hiroo HashimotoYuuki Kanbe Hisatoshi Konishi |
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| Affiliation: | Division of Applied Chemistry, Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan |
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| Abstract: | An efficient one-pot procedure for the preparation of 4-substituted 4-alkoxy-1,4-dihydro-3,1-benzoxazine-2-thiones from 2-isothiocyanatobenzoates has been developed. Thus, 2-isothiocyanatobenzoates were reacted with organolithiums including lithium enolates of acetates and tertiary acetamides in THF at −78 °C to give the desired products in generally good yields. |
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| Keywords: | 1,4-Dihydro-3,1-benzoxazine-2-thiones 2-Isothiocyanatobenzoates Organolithiums Lithium eater enolates Lithium tertiary amide enolates |
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