A novel disproportionation of arylboronic acids

✍ Scribed by Michael J.S. Dewar; Ralph C. Doughert

• Book ID: 104223546
• Publisher: Elsevier Science
• Year: 1964
• Tongue: French
• Weight: 164 KB
• Volume: 5
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)90406-4

✦ Synopsis

In an attempt to prepare 4,6-dimethyl-2-phenyl-2,3borazaropyridine (I) by a reaction between acetylacetone, triphenylboroxlne, and ammonia, we obtained 2,2-dlphenyl-4,6-dimethyl-lH-boroxazine (IIa), a compound which could have arisen only by dlsprooortionation of phenylboronic acid to diphenylborinic acid. This was confirmed by a synthesis of II from dlphenylborinic acid, acetylacetone, and ammonia, in 82% yield, and by an experiment In which triphenylboroxine was heated alone with potassium t_butoxide in xylene, diphenylborinlc acid belnq isolated as Its ethanolamine derivative.