Synthesis and reactions of some new 1,3-dioxa-2-bora heterocycles derived from o-hydroxybenzyl alcohol.

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概要

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• 2-Isopropoxy-4<I>H</I>-1,3,2-benzodioxaborin(I), obtained from isopropyl borate and <I>o</I>-hydroxybenzyl alcohol, reacts with a variety of hydroxy compounds (<I>viz.</I>, <I>t</I>-butyl alcohol, phenol, ethane- 1,2-diol, 2-aminoethanol, <I>o</I>-amino phenol) and acetic anhydride to give the corresponding 2-substituted heterocycles. Reactions of (I) as well as other 1,3-dioxa-2-bora heterocycles with bases (<I>viz.</I>, ammonia, triethylamine, pyridine, dimethylformamide) show that the electrophilicity of boron decreases in the order: 2-alkoxy-1,3,2-benzodioxaborole>2-phenoxy-4<I>H</I>-1,3,2-benzodioxaborin>(I)>2-alkoxy-1,3,2-dioxaborinane.<BR>Codisproportionation reaction between bis(4<I>H</I>-1,3,2-benzodioxaborin-2-yl)oxide (obtained directly from boric acid and <I>o</I>-hydroxybenzyl alcohol) and triorganotin hydroxide or oxide yields 2-triorganostannoxy-4<I>H</I>-1,3,2-benzo-dioxyborin. Cleavage and insertion reactions of these compounds have been studied.

• 公益社団法人 日本化学会の論文

著者

• Srivastava G.

  Department Of Botany Allahabad University

• Bhardwaj P.

  Department of Chemistry, University of Rajasthan

• Srivastava G.

  Department of Chemistry, University of Rajasthan

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• Synthesis and reactions of some new 1,3-dioxa-2-bora heterocycles derived from o-hydroxybenzyl alcohol.

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