期刊论文

Visible Light Photocatalytic N-Radical-based Intramolecular Hydroamination of Benzamides

Chen Jiarong

中文

化学学报

0567-7351

2017

75

1

86-91

10.6023/A16070367

(Nos.21272087.21472058.21472057.and 21232003):项目受国家自然科学基金 (No.2015070404010180):武汉市青年科技晨光计划项目 (Nos.21272087.21472058.21472057.and 21232003),and the Youth Chen-Guang Project of Wuhan (No.2015070404010180):Project supported by the National Natural Science Foundation of China

本校为第一且通讯机构

报道了可见光促进的邻烯基取代苯甲酰胺的分子内自由基氢胺化反应.在该反应中,通过脱质子光致电子转移策略实现了氮-氢键的直接催化活化来产生氮自由基,随后通过氮自由基与烯烃的加成来实现氢胺化反应.该反应以优异的收率合成了一系列具有潜在生理活性的3,4-二氢异喹啉酮衍生物.该反应体系利用有机染料催化剂EosinY Na作为光氧化还原催化剂、廉价易得的NaOH作为碱试剂、反应条件温和、操作简单、且官能团兼容性好.另外,该反应在放大量到克级规模、或者利用太阳光作为光源,均能以优异的收率得到相应目标化合物.因此,这类反应为3,4-二氢异喹啉酮的合成提供了一个简便有效的方法.

The 3,4-dihydroisoquinolinones are a privileged class of heterocyclic motifs and widely found in numerous biologically active compounds. Thus, the development of more efficient and practical methods for their synthesis is highly desirable. Traditional methods are typically focused on transition-metal catalyzed C-H functionalization. Inspired by the recent process of the visible light photocatalytic generation and exploration of N-radicals in organic synthesis, our group in 2014 developed a visible light-induced photocatalytic strategy for direc...