Indium-catalyzed C(sp3)-H functionalization of 2-methylazaarenes through direct benzylic addition to trifluoromethyl ketones

被引:21
作者
Jamal, Zaini [1 ]
Teo, Yong-Chua [1 ]
机构
[1] Nanyang Technol Univ, Natl Inst Educ, Nat Sci & Sci Educ, Singapore 637616, Singapore
来源
RSC ADVANCES | 2015年 / 5卷 / 34期
关键词
H BOND FUNCTIONALIZATION; ASYMMETRIC ALLYLIC ALKYLATIONS; N-SULFONYL ALDIMINES; ORGANIC-SYNTHESIS; TRANSITION-METAL; C-C; NUCLEOPHILIC-ADDITION; 2-ALKYL AZAARENES; METHYL AZAARENES; AQUEOUS-MEDIA;
D O I
10.1039/c4ra17182a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The application of trivalent indium for the Lewis acid-catalyzed C(sp(3))-H functionalization of 2-methylazaarenes is reported. InCl3 was discovered to catalyze the direct addition of the benzylic C-H bond in the azaarenes to trifluoromethyl ketones. An ample number of substrates were cogently demonstrated to give the products as tri-fluoromethylated alcohols whereby in some cases, up to quantitative yield (99%) could be obtained.
引用
收藏
页码:26949 / 26953
页数:5
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