In:
Chemical Communications, Royal Society of Chemistry (RSC), Vol. 58, No. 44 ( 2022), p. 6429-6432
Abstract:
Selective alkylation of indazoles is still a highly challenging topic in chemistry and the synthesis of important molecules. Herein, a novel highly selective N 2 -alkylation of indazoles with diazo compounds is described in the presence of TfOH. Unlike the traditional metal- and base-catalysed version, this protocol highlights the regioselectivity of alkylation of indazoles and a metal-free catalysis system, affording N 2 -alkylated products in good to excellent yields with high regioselectivity ( N 2 / N 1 up to 100/0) and excellent functional group tolerance. Furthermore, a gram scale synthesis was conducted successfully to give rise to the corresponding products. Mechanistic studies through control experiments provide plausible mechanistic proposals.
Type of Medium:
Online Resource
ISSN:
1359-7345
,
1364-548X
Language:
English
Publisher:
Royal Society of Chemistry (RSC)
Publication Date:
2022
detail.hit.zdb_id:
1472881-3