Research output: Contribution to journal › Article › peer-review
Blue Light Induced N-H Functionalization of Tetrazoles with Aryldiazoacetates: Access to 1,5-disubstituted Regioisomers. / Радюпов, Валентин Эдуардович; Кантин, Григорий Павлович; Мешалкин, Степан Алексеевич; Тупикина, Елена Юрьевна; Дарьин, Дмитрий Викторович.
In: Synthesis (Germany), 01.04.2026.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Blue Light Induced N-H Functionalization of Tetrazoles with Aryldiazoacetates: Access to 1,5-disubstituted Regioisomers
AU - Радюпов, Валентин Эдуардович
AU - Кантин, Григорий Павлович
AU - Мешалкин, Степан Алексеевич
AU - Тупикина, Елена Юрьевна
AU - Дарьин, Дмитрий Викторович
PY - 2026/4/1
Y1 - 2026/4/1
N2 - 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.
AB - 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.
KW - N-alkylation
KW - N–H insertion reaction
KW - diazocarbonyl compounds
KW - regioselectivity
KW - tetrazoles
UR - https://www.mendeley.com/catalogue/cf625014-4293-3caa-ba1e-6389562d4756/
U2 - 10.1055/a-2837-6310
DO - 10.1055/a-2837-6310
M3 - Article
JO - Synthesis
JF - Synthesis
SN - 0039-7881
ER -
ID: 151787739