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Highly effective and selective FeBr 3 -promoted deuterium bromination/cyclization of 1, n -enynes.

Ping LiZhongjian DuBaofeng WuXin ZhaoYang'en You
Published in: Organic & biomolecular chemistry (2024)
A highly effective and selective FeBr 3 -promoted deuterium bromination/cyclization of 1, n -enynes is reported. On the one hand, the Lewis acid FeBr 3 as a catalyst promotes cyclization of 1, n -enynes to afford deuterium heterocyclic frameworks with high efficiency. On the other hand, FeBr 3 serves as the bromine source (with D 2 O as the deuterium source) to promote the formation of the desired deuterated pyrrole derivatives containing alkenyl bromide groups. This protocol provides an effective pathway to afford deuterated alkenyl brominative compounds as ( Z )-isomers with high yields and selectivity, offering a new method for introducing 2 H into organic compounds.
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