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Issue 45, 2013
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Chemoselective three-component synthesis of homoallylic azides using an FeCl3 catalyst

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Abstract

A one-pot, three-component synthesis of homoallylic azides from corresponding aldehydes, TMS-allyl, and TMS-N3 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.

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

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Supplementary files

Article information


Submitted
07 Jun 2013
Accepted
17 Sep 2013
First published
18 Sep 2013

RSC Adv., 2013,3, 23157-23165
Article type
Paper

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

S. Pramanik and P. Ghorai, RSC Adv., 2013, 3, 23157
DOI: 10.1039/C3RA42821D

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