Copper(I)‐Catalyzed Regioselective Chan‐Lam  N 2‐Vinylation of 1,2,3‐Triazoles and Tetrazoles | Zendy

Motornov Vladimir | Zendy; Latyshev Gennadij V. | Zendy; Kotovshchikov Yury N. | Zendy; Lukashev Nikolay V. | Zendy; Beletskaya Irina P. | Zendy

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Copper(I)‐Catalyzed Regioselective Chan‐Lam N 2‐Vinylation of 1,2,3‐Triazoles and Tetrazoles

Author(s) -

Motornov Vladimir,

Latyshev Gennadij V.,

Kotovshchikov Yury N.,

Lukashev Nikolay V.,

Beletskaya Irina P.

Publication year - 2019

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201900225

Subject(s) - chemistry , regioselectivity , catalysis , copper , selectivity , base (topology) , medicinal chemistry , combinatorial chemistry , salt (chemistry) , coupling (piping) , organic chemistry , mathematical analysis , mathematics , mechanical engineering , engineering

Copper‐catalyzed coupling of π‐deficient NH‐azoles with vinylboronic acids or vinyltrifluoroborate salt provides a direct route to N2 ‐vinyl‐1,2,3‐triazoles and N2 ‐vinyltetrazoles. The coupling reaction is efficiently catalyzed by (phen)Cu(PPh 3 )Br with low catalyst loading (5 mol%) under base‐free conditions. The method is applicable for vinylation of unsubstituted, monosubstituted, and disubstituted 1,2,3‐triazoles with various functionalities with high N2 ‐selectivity.

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