A facile synthesis of 2-[1-(dialkylamino)alkyl]-4H-3,1-benzoxazin-4-ones by the reaction of 1,1-dimethylethyl 2-isocyanobenzoates with N,N-dialkyliminium iodides |
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| Authors: | Kazuhiro Kobayashi Hiroo HashimotoMao Matsumoto Hiroki Inouchi |
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| Institution: | 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: | A convenient synthetic approach to 2-1-(dialkylamino)alkyl]-4H-3,1-benzoxazin-4-ones has been developed. Thus, 1,1-dimethylethyl 2-isocyanobenzoates, which can be readily prepared from 2-nitrobenzoic acids by a simple four-step sequence, react with N,N-dialkyliminium iodides without using any catalysts under mild conditions to give the desired products in generally fair-to-good yields. |
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| Keywords: | 2-[1-(Dialkylamino)alkyl]-4H-3 1-benzoxazin-4-ones 2-Isocyanobenzoates N N-Dialkyliminium iodides Imidoyl cation 2-Nitrobenzoic acids |
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