Development of a Telescoped Process for Preparation of N,O-Chelated Diarylborinates,Organic Process Research & Development

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Development of a Telescoped Process for Preparation of N,O-Chelated Diarylborinates
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2018-06-22 00:00:00 , DOI: 10.1021/acs.oprd.8b00109
Changwei Guan ₁ , Lingyun Huang ₁ , Chao Ren ₁ , Gang Zou ₁

Affiliation

A telescoped process has been developed for practical preparation of N,O-chelated four-coordinate diarylborinates via direct reaction of N,O-chelate ligands with a diarylborinate solution prepared by removal of magnesium via precipitation from a one-pot reaction of aryl bromides, magnesium, and tributylborate. Ten N,O-chelated diarylborinates of representative N,O-chelate ligands of 2-picolinic acid, quinolin-8-ol, N-dimethylglycine, and amino alcohols were readily obtained in good yields. The telescoped process not only minimizes chemical waste and circumvents tedious purification of diarylborinic acids but also eliminates handling of Grignard reagents and improves compatibility with acid-sensitive groups.

中文翻译：

伸缩法制备N，O-螯合的二芳基硼酸酯的开发

已经开发出一种望远镜方法，用于通过N，O-螯合物的配体与二芳基硼酸酯溶液的直接反应实际制备N，O-螯合的四配位二芳基硼酸酯，该溶液是通过一锅法从芳基溴化物的沉淀中除去镁而制得的，镁和硼酸三丁酯。可以容易地以高收率容易地获得2-个吡啶甲酸，喹啉-8-醇，N-二甲基甘氨酸和氨基醇的代表性N，O-螯合物的十个N，O-螯合的二芳基硼酸酯。伸缩过程不仅减少了化学废物，避免了对二芳基硼酸的繁琐纯化，而且消除了格氏试剂的处理，并提高了与酸敏感基团的相容性。

更新日期：2018-06-22

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