N 2 -Selective β-Thioalkylation of Benzotriazoles with Alkenes.
Li-Li ZhuLifang TianKunhui SunYiwen LiGuanglu LiuBin CaiHui ZhangYahui WangPublished in: The Journal of organic chemistry (2022)
Herein, N 2 -selective β-thioalkylation of benzotriazoles with unactivated alkenes and styrenes is reported. The N 2 -selective β-thioalkylation of benzotriazoles is highly stereospecific and works under simple and mild conditions, exhibiting excellent functional group tolerance. The high N 2 -selectivity is a consequence of the combination of hydrogen bonding and Lewis acid/base activation, which reverses the N 2 -position to be favored for alkylation.
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