一个保护集团战略为1,2-阿扎博林的1,2-阿扎博林
Andrew W Baggett1, Shih-Yuan Liu1
1Department of Chemistry, Boston College , Chestnut Hill, Massachusetts 02467-3860, United States.
Journal of the American Chemical Society
|October 3, 2017
概括
研究人员开发了一种新方法,可以从1,2-azaborines中去除基和基,从而使其可用作保护基. 这一突破允许合成与生物医学和药物化学相关的新型BN异构体.
科学领域:
- 有机化学 有机化学
- 药用化学 医学化学
- 合成化学 合成化学
背景情况:
- 1,2-阿扎博林是多功能的异环化合物.
- 1,2-azaborines中的B-氧化物部分很容易被修改,这限制了它们在某些反应中的使用.
- 基和基组以前没有作为可移除的保护组用于位置.
研究的目的:
- 开发一种方法,以轻松去除1,2-azaborines中的位置.
- 为了使基和基组可以作为可移除的的保护组.
- 为生物医学和药物应用合成新型BN同位素.
主要方法:
- 1,2-阿扎博林与分子氧或二三丁氧化物发生反应.
- 使用铜 (I) 盐和酒精作为催化剂.
- 使用N-deprotonated 1,2-azaborines用于环氧环开口.
主要成果:
- 成功地将B-基或B-基部分换成1,2-azaborines中的B-氧化物碎片.
- 证明基和基群作为的有效可移除保护群.
- 合成乙基的BN异,此前无法获得.
- 获得二二和二的BN异构体.
结论:
- 已经建立了一种用于1,2-azaborines中去保护的新有效方法.
- 这种方法扩大了1,2-azaborines在有机合成中的合成效用.
- 开发的方法有助于为药物发现和天然产品合成创建有价值的BN同位素.
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