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Synthesis 2022; 54(14): 3215-3226
DOI: 10.1055/s-0040-1719917
DOI: 10.1055/s-0040-1719917
paper
Selective N2-Alkylation of 1H-Indazoles and 1H-Azaindazoles
Abstract
A general and selective procedure for the N2-alkylation of 1H-indazoles and 1H-azaindazoles is presented. Promoted by either trifluoromethanesulfonic acid or copper(II) triflate, diverse 1H-indazoles/azaindazoles are selectively alkylated with varied primary, secondary, and tertiary alkyl 2,2,2-trichloroacetimidates at the N2-nitrogen to afford the corresponding 2-alkyl-2H-indazoles/azaindazoles. Forty-one examples are included along with a discussion of reaction optimization, scope, and mechanism.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1719917.
- Supporting Information
Publication History
Received: 31 January 2022
Accepted after revision: 11 March 2022
Article published online:
25 April 2022
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