Chemoselective three-component synthesis of homoallylic azides using an FeCl3 catalyst

被引:8
作者
Pramanik, Suman [1 ]
Ghorai, Prasanta [1 ]
机构
[1] Indian Inst Sci Educ & Res IISER Bhopal, Dept Chem, Bhopal 462066, India
关键词
HIGHLY SELECTIVE CONVERSION; ONE-POT PROCEDURE; CLICK-CHEMISTRY; 1,3-DICARBONYL COMPOUNDS; SILYL ETHERS; LEWIS-ACID; ALCOHOLS; CYCLIZATION; IRON; CYCLOADDITION;
D O I
10.1039/c3ra42821d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A one-pot, three-component synthesis of homoallylic azides from corresponding aldehydes, TMS-allyl, and TMS-N-3 has been developed for the first time using an FeCl3 catalyst. The aromatic and hetero-aromatic aldehydes provided the corresponding homoallylic azides with excellent chemoselectivity. This direct azido-allylation process is also readily scalable (1-28 mmol). The mechanism of the process is proposed. Finally, the selective as well as simultaneous functionalization of homoallylic azides has also been exemplified.
引用
收藏
页码:23157 / 23165
页数:9
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