Beilstein Arch. 2025, 202564. https://doi.org/10.3762/bxiv.2025.64.v1
Published 19 Nov 2025
A novel method for synthesizing 1,5-disubstituted tetrazole derivatives via blue light-promoted N–H insertion of aryldiazoacetates into NH-tetrazoles is presented. The reaction affords mixtures of regioisomeric products, with a predominance of 1,5-disubstituted derivatives. A comprehensive investigation of reaction conditions and substrate effects influencing regioselectivity has been performed. These findings provide new insights into the regioselectivity of NH-tetrazole alkylation and reveal potential applications of this approach in the assembly of tetrazole-containing scaffolds.
Keywords: N-alkylation; diazocarbonyl compounds; N-H insertion reaction; regioselectivity; tetrazoles
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Radiupov, V.; Kantin, G.; Meshalkin, S.; Tupikina, E.; Dar'in, D. Beilstein Arch. 2025, 202564. doi:10.3762/bxiv.2025.64.v1
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